Sodium Cyanide → HCID 68970717, compound

HRID 1726303Notes

Reaction equation

HRID 1726303 reaction equation
[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[O:2]1.O=[C:12]1[CH2:17][CH2:16][N:15]([C@H:18]([CH3:22])[CH2:19][C:20]#[N:21])[CH2:14][CH2:13]1.[C-]#N.[Na+]>O.CO>[NH2:21][CH2:20][CH2:19][C@H:18]([N:15]1[CH2:16][CH2:17][CH:12]([NH:6][C:5]2[CH:7]=[CH:8][C:9]3[O:10][CH2:1][O:2][C:3]=3[CH:4]=2)[CH2:13][CH2:14]1)[CH3:22]

Participants

6

Reactant 3

HCID 8929Sodium CyanideHCID 843101,3-Benzodioxol-5-amineHCID 68972438(betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile

Product 1

HCID 68970717HCID 68970717, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Using general procedure A with 3,4-(methylenedioxy)aniline (250 mg, 1.8 mmol) and (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (329 mg, 2.0 mmol) followed by general procedure J gave a green oil, which was subsequently treated with a solution of NaCN (175 mg) in H2O (5 mL) and MeOH (5 mL) to afford [1-((R)-3-amino-1-methyl-propyl)-piperidin-4-yl]-benzo[1,3]dioxol-5-yl-amine as a white solid (281 mg, 68% over 2 steps) after work-up and purification.

Workup

  1. customgave a green oil, which

Sources & evidence

ORD record
ord-081df8738bcd4d12900cf6703aba5ef1
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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