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571188-81-3

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Basic Information
CAS No.: 571188-81-3
Name: 6-BroMo-8-cyclopentyl-2-Methanesulfinyl-5-Methyl-8H-pyrido[2,3-d]pyriMidin-7-one
Article Data: 11
Molecular Structure:
Molecular Structure of 571188-81-3 (6-BroMo-8-cyclopentyl-2-Methanesulfinyl-5-Methyl-8H-pyrido[2,3-d]pyriMidin-7-one)
Formula: C14H16BrN3O2S
Molecular Weight: 370.27
Synonyms: 6-bromo-8-cyclopentyl-2-methansulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one;
Density: 1.66±0.1 g/cm3(Predicted)
Melting Point: >160oC (dec.)
Boiling Point: 542.8±60.0 °C(Predicted)
PSA: 84.06000
LogP: 3.58060
Related products
Synthetic route
362656-25-5

6-bromo-8-cyclopentyl-5-methyl-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
With 2-benzylsulfonyl-3-phenyloxaziridine In dichloromethane94%
With N-(benzenesulfonyl)-3-phenyloxaziridine In dichloromethane at 20℃; for 18h;40.9%
With N-(benzenesulfonyl)-3-phenyloxaziridine In dichloromethane at 20℃; for 18h;
362656-23-3

8‑cyclopentyl‑5‑methyl‑2‑(methylthio)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
With N-Bromosuccinimide; acetic acid In water; acetonitrile for 2h;87%
With N-Bromosuccinimide; acetic acid In water; acetonitrile at 20℃; for 8h;85.6%
With N-Bromosuccinimide; water; acetic acid In acetonitrile at 20℃; for 8h;85.6%
5909-24-0

4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane
2.1: lithium aluminium tetrahydride / tetrahydrofuran
3.1: manganese(IV) oxide / chloroform
4.1: tetrahydrofuran; diethyl ether / 1 h / Inert atmosphere; Cooling with ice
4.2: 22 h / Reflux
5.1: sodium hydride / tetrahydrofuran
6.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: triethylamine / tetrahydrofuran / 14 h / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 12 - 20 °C
3.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
4.1: tetrahydrofuran / 1.5 h / Inert atmosphere; Cooling with ice
4.2: 16 h / 20 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
6.1: bromine / dichloromethane / 16 h / 20 °C
7.1: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: triethylamine / dichloromethane
2: lithium aluminium tetrahydride / tetrahydrofuran
3: manganese(IV) oxide / chloroform
4: tetrahydrofuran; diethyl ether / Inert atmosphere; Cooling with ice
5: manganese(IV) oxide / chloroform / 22 h / Reflux
6: sodium hydride / tetrahydrofuran
7: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
1003-03-8

Cyclopentamine

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane
2.1: lithium aluminium tetrahydride / tetrahydrofuran
3.1: manganese(IV) oxide / chloroform
4.1: tetrahydrofuran; diethyl ether / 1 h / Inert atmosphere; Cooling with ice
4.2: 22 h / Reflux
5.1: sodium hydride / tetrahydrofuran
6.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: triethylamine / tetrahydrofuran / 14 h / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 12 - 20 °C
3.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
4.1: tetrahydrofuran / 1.5 h / Inert atmosphere; Cooling with ice
4.2: 16 h / 20 °C
5.1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
6.1: bromine / dichloromethane / 16 h / 20 °C
7.1: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: triethylamine / dichloromethane
2: lithium aluminium tetrahydride / tetrahydrofuran
3: manganese(IV) oxide / chloroform
4: tetrahydrofuran; diethyl ether / Inert atmosphere; Cooling with ice
5: manganese(IV) oxide / chloroform / 22 h / Reflux
6: sodium hydride / tetrahydrofuran
7: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
211245-64-6

4-cyclopentylamino-2-methylsulfanyl-pyrimidine-5-carbaldehyde

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrahydrofuran; diethyl ether / 1 h / Inert atmosphere; Cooling with ice
1.2: 22 h / Reflux
2.1: sodium hydride / tetrahydrofuran
3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: tetrahydrofuran / 1.5 h / Inert atmosphere; Cooling with ice
1.2: 16 h / 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
3.1: bromine / dichloromethane / 16 h / 20 °C
4.1: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: tetrahydrofuran; diethyl ether / Inert atmosphere; Cooling with ice
2: manganese(IV) oxide / chloroform / 22 h / Reflux
3: sodium hydride / tetrahydrofuran
4: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
211245-62-4

4-cyclopentylamino-2-(methylsulfanyl)pyrimidine-5-carboxylic acid ethyl ester

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran
2.1: manganese(IV) oxide / chloroform
3.1: tetrahydrofuran; diethyl ether / 1 h / Inert atmosphere; Cooling with ice
3.2: 22 h / Reflux
4.1: sodium hydride / tetrahydrofuran
5.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 12 - 20 °C
2.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
3.1: tetrahydrofuran / 1.5 h / Inert atmosphere; Cooling with ice
3.2: 16 h / 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
5.1: bromine / dichloromethane / 16 h / 20 °C
6.1: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: lithium aluminium tetrahydride / tetrahydrofuran
2: manganese(IV) oxide / chloroform
3: tetrahydrofuran; diethyl ether / Inert atmosphere; Cooling with ice
4: manganese(IV) oxide / chloroform / 22 h / Reflux
5: sodium hydride / tetrahydrofuran
6: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
211245-63-5

[4-cyclopentylamino-2-(methylsulfanyl)pyrimidine-5-yl]methanol

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: manganese(IV) oxide / chloroform
2.1: tetrahydrofuran; diethyl ether / 1 h / Inert atmosphere; Cooling with ice
2.2: 22 h / Reflux
3.1: sodium hydride / tetrahydrofuran
4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: manganese(IV) oxide / chloroform / 16 h / 20 °C
2.1: tetrahydrofuran / 1.5 h / Inert atmosphere; Cooling with ice
2.2: 16 h / 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
4.1: bromine / dichloromethane / 16 h / 20 °C
5.1: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
362656-11-9

1-(4-(cyclopentylamino)-2-(methylthio)pyrimidin-5-yl)ethanone

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran; mineral oil / 36 h / Inert atmosphere; Cooling; Reflux
2: bromine / dichloromethane / 16 h / 20 °C
3: N-(benzenesulfonyl)-3-phenyloxaziridine / dichloromethane / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydride / tetrahydrofuran
2: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
362656-31-3

1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)ethanol

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: manganese(IV) oxide / chloroform / 22 h / Reflux
2: sodium hydride / tetrahydrofuran
3: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
1065075-68-4

4-(cyclopentylamino)-2-(methylthio)pyrimidine-5-carboxylic acid

571188-81-3

6‑bromo‑8‑cyclopentyl‑5‑methyl‑2‑(methylsulfinyl)pyrido[2,3‑d]pyrimidin‑7(8H)‑one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: manganese(IV) oxide / chloroform
2: tetrahydrofuran; diethyl ether / Inert atmosphere; Cooling with ice
3: manganese(IV) oxide / chloroform / 22 h / Reflux
4: sodium hydride / tetrahydrofuran
5: N-Bromosuccinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C
View Scheme
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