HCID 58375105, compound → HCID 67345315, compound

HRID 536685Notes

Reaction equation

HRID 536685 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([N:12]3[CH2:19][CH2:18][C@:17]4([CH3:22])[C@H:20]([CH3:21])[C@H:13]3[CH2:14][C:15]3[CH:26]=[CH:25][C:24]([C:27]#[N:28])=[CH:23][C:16]=34)=[O:11])=[CH:9][C:4]=2[NH:3][CH:2]=1>N.CO.[Ni]>[NH2:28][CH2:27][C:24]1[CH:25]=[CH:26][C:15]2[CH2:14][C@@H:13]3[C@@H:20]([CH3:21])[C@:17]([CH3:22])([C:16]=2[CH:23]=1)[CH2:18][CH2:19][N:12]3[C:10]([C:8]1[CH:7]=[CH:6][C:5]2[N:1]=[CH:2][NH:3][C:4]=2[CH:9]=1)=[O:11]

Participants

5

Reactant 1

HCID 58375105HCID 58375105, compound

Product 1

HCID 67345315HCID 67345315, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A solution of (2R,6R,11S)-3-(3H-benzoimidazole-5-carbonyl)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocine-8-carbonitrile (50 mg) in 1 M ammonia in methanol (5 mL) is treated with Raney Ni (50 mg) under hydrogen atmosphere at 50° C. for 3 h. Then, the catalyst is separated by filtration and the filtrate is concentrated under reduced pressure.

Workup

  1. customThen, the catalyst is separated by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-389fa4bde34846ed90e3dd8c0dc8a450
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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