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109904-25-8

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Basic Information
CAS No.: 109904-25-8
Name: 4,5,6,7-Tetrahydro-5-(triphenylmethyl)thieno[3,2-c]pyridine
Article Data: 14
Molecular Structure:
Molecular Structure of 109904-25-8 (4,5,6,7-Tetrahydro-5-(triphenylmethyl)thieno[3,2-c]pyridine)
Formula: C26H23 N S
Molecular Weight: 381.541
Synonyms: 5-Trityl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
Melting Point: 950C
PSA: 31.48000
LogP: 6.03620
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Synthetic route
76-83-5

trityl chloride

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6,7-dihydro-4H-thieno[3,2-c]pyridine hydrochloride

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
With triethylamine In dichloromethane at 12 - 28℃;99%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 3h;94%
54903-50-3

4,5,6,7-tetrahydrothieno[3,2-c]pyridine

76-83-5

trityl chloride

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
With triethylamine In dichloromethane; water96%
With triethylamine In dichloromethane at 20℃;96%
With NaH In tetrahydrofuran; ethyl acetate1.80 g (50%)
With triethylamine In dichloromethane at 0 - 5℃; for 17h; Product distribution / selectivity;
934351-23-2

N-trityl-2,4,5,6,7,7a-hexahydrothieno[3,2-c]pyridine

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
With sulfuryl dichloride; triethylamine In dichloromethane at 0℃; for 1h;66%
406212-52-0

N-(tert-butoxycarbonyl)-1,2,5,6-tetrahydropyridine-3-carbaldehyde

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: CH2Cl2 / 0 - 20 °C
2.1: Et3N / CH2Cl2 / 0 - 20 °C
2.2: 435 mg / CH2Cl2 / 17 h / 20 °C
3.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
4.1: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
5.1: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
6.1: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
934351-40-3

N-trityl-1,2,5,6-tetrahydropyridine-3-carbaldehyde

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
2: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
3: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
4: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
934351-21-0

5-oxiranyl-N-trityl-1,2,3,6-tetrahydropyridine

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
2: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
3: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
934351-22-1

5-thiiranyl-N-trityl-1,2,3,6-tetrahydropyridine

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
2: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme

3-formyl-1,2,5,6-tetrahydropyridinium trifluoroacetate

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: Et3N / CH2Cl2 / 0 - 20 °C
1.2: 435 mg / CH2Cl2 / 17 h / 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
3.1: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
4.1: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
5.1: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
76-83-5

trityl chloride

sodium benzylate

sodium benzylate

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: Et3N / CH2Cl2 / 0 - 20 °C
1.2: 435 mg / CH2Cl2 / 17 h / 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
3.1: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
4.1: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
5.1: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
126114-07-6

tert-butyl 5-(hydroxymethyl)-3,6-dihydro-1(2H)-pyridinecarboxylate

109904-25-8

5-trityl-4,5,6,7-tetrahydro-tieno[3,2-c]pyridine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 95 percent / MnO2 / CH2Cl2 / 48 h / 20 °C
2.1: CH2Cl2 / 0 - 20 °C
3.1: Et3N / CH2Cl2 / 0 - 20 °C
3.2: 435 mg / CH2Cl2 / 17 h / 20 °C
4.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
5.1: 217 mg / KSCN; Et3N / methanol; CH2Cl2 / 15 h / 20 °C
6.1: 52 percent / Cu(tfacac)2 / benzene / 24 h / 100 °C
7.1: 66 percent / SO2Cl2; Et3N / CH2Cl2 / 1 h / 0 °C
View Scheme
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