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(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride

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Name

(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride

EINECS N/A
CAS No. 1062580-52-2 Density N/A
PSA 15.27000 LogP 4.04920
Solubility N/A Melting Point 249~251℃
Formula C14H24Cl2N2 Boiling Point N/A
Molecular Weight 291.264 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 1062580-52-2 (CIS-N-BENZYL-3-METHYLAMINO-4-METHYL-PIPERIDINE BIS-(HYDROCHLORIDE)) Hazard Symbols N/A
Synonyms

(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidi;

Article Data 6

(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride Synthetic route

477600-70-7

N-(3R,4R)-(1-benzyl-4-methylpiperidin-3-yl)-methylamine

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 0 - 5℃; pH=3 - 4;94%
With hydrogenchloride In n-heptane; isopropyl alcohol at 20℃; for 0.666667h; Reflux;60%
32018-96-5

1-benzyl-4-methyl-piperidin-3-one

74-89-5

methylamine

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
Stage #1: 1-benzyl-4-methyl-piperidin-3-one; methylamine With titanium tetrachloride; triethylamine In tetrahydrofuran at 20℃; for 4h;
Stage #2: With sodium tris(acetoxy)borohydride; acetic acid In tetrahydrofuran at 25℃;
Stage #3: With hydrogenchloride In ethanol
85%
32018-96-5

1-benzyl-4-methyl-piperidin-3-one

6998-30-7

methylamine acetate

A

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

B

(3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride

Conditions
ConditionsYield
Stage #1: 1-benzyl-4-methyl-piperidin-3-one; methylamine acetate With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); hydrogen In dichloromethane; isopropyl alcohol at 70℃; under 37503.8 Torr; for 18h;
Stage #2: With hydrogenchloride In dichloromethane; water; isopropyl alcohol Overall yield = 86%; Overall yield = 498 mg; enantioselective reaction;
A n/a
B 74%
384338-23-2

(1-benzyl-4-methyl-piperidin-3-yl)-methyl-amine

A

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

B

(3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether; acetone for 1h; Inert atmosphere; Overall yield = 498 mg;
32018-96-5

1-benzyl-4-methyl-piperidin-3-one

A

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

B

(3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol / 5 h / 20 °C / Inert atmosphere
2: hydrogen; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-diMe-PipPhos / isopropyl alcohol / 18 h / 20 °C / 37503.8 Torr / Glovebox; Inert atmosphere
3: hydrogenchloride / acetone; diethyl ether / 1 h / Inert atmosphere
View Scheme

C14H20N2

A

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

B

(3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-diMe-PipPhos / isopropyl alcohol / 18 h / 20 °C / 37503.8 Torr / Glovebox; Inert atmosphere
2: hydrogenchloride / acetone; diethyl ether / 1 h / Inert atmosphere
View Scheme

methyl ((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)carbamate

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium aluminium tetrahydride / tetrahydrofuran / 2.83 h / 0 °C / Reflux
2: hydrogenchloride / isopropyl alcohol; n-heptane / 0.67 h / 20 °C / Reflux
View Scheme
923036-28-6

(1-benzyl-4-methyl-1,2,5,6-tetrahydropyridin-3-yl)carbamic acid methyl ester

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogen; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; (R)-1-[(Sp)-2-(di-tert-butylphosphino)ferrocenyl]ethylbis(2-methylphenyl)phosphine / 2,2,2-trifluoroethanol / 6 h / 30 - 50 °C / 2625.26 Torr
2: lithium aluminium tetrahydride / tetrahydrofuran / 2.83 h / 0 °C / Reflux
3: hydrogenchloride / isopropyl alcohol; n-heptane / 0.67 h / 20 °C / Reflux
View Scheme
3430-27-1

3-amino-4-methylpyridine

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dichloromethane; toluene / 10 h / 20 - 25 °C / Large scale
1.2: 70 - 80 °C / Large scale
1.3: 14 h / 10 °C / Large scale
2.1: hydrogenchloride / water; n-heptane / 70 - 75 °C / Large scale
2.2: 0 - 5 °C / Large scale
3.1: Di-p-toluoyl-L-tartaric acid / methanol / 1 h / 50 - 55 °C / Large scale
3.2: 2 h / pH 3 / Large scale
View Scheme

N-(1-benzyl-4-methyl-1,2,5,6-tetrahydropyridine-3-yl)acetylamine

1062580-52-2

N-((3R,4R)-1-benzyl-4-methylpiperidin-3-yl)-N-methylamine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / water; n-heptane / 70 - 75 °C / Large scale
1.2: 0 - 5 °C / Large scale
2.1: Di-p-toluoyl-L-tartaric acid / methanol / 1 h / 50 - 55 °C / Large scale
2.2: 2 h / pH 3 / Large scale
View Scheme

(3R,4R)-N,4-Dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride Specification

R20:Harmful by inhalation.

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