Ammonia → HCID 58188986, compound

HRID 1423131Notes

Reaction equation

HRID 1423131 reaction equation
C(O[C:4](=[O:35])[CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]3[C:13]=2[CH:14]=[CH:15][C:16]([C:24]([F:27])([F:26])[F:25])=[N:17]3)[CH2:8][C@@H:7]1[CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)C.[NH3:36].[C-]#N.[Na+]>CO>[CH2:28]([C@H:7]1[CH2:8][N:9]([C:12]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]3[C:13]=2[CH:14]=[CH:15][C:16]([C:24]([F:26])([F:25])[F:27])=[N:17]3)[CH2:10][CH2:11][N:6]1[CH2:5][C:4]([NH2:36])=[O:35])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 8929Sodium CyanideHCID 66824790HCID 66824790, compound

Product 1

HCID 58188986HCID 58188986, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[(S)-2-Benzyl-4-(8-methoxy-2-trifluoromethyl-quinolin-5-yl)-piperazin-1-yl]-acetic acid ethyl ester in a 7 N solution of ammonia in MeOH (10 mL) was treated with catalytic amount of sodium cyanide and allowed to stir for 24 h. The reaction mixture was then evaporated, washed with water and air dried to afford the title compound as a yellow solid (180 mg, 79%). LC/MS (Method B) 2.57 min, [M+1]+ 459.

Workup

  1. customThe reaction mixture was then evaporated
  2. washwashed with water and air
  3. customdried

Sources & evidence

ORD record
ord-4c4e588ed0154fe696c26ad3906f1e00
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

Loading…