Aminoacetonitrile hydrochloride → 2-[(4-bromophenyl)(pyridin-4-yl)methoxy]-N-(cyanomethyl)-4-methylpentanamide

HRID 1180400Notes

Reaction equation

HRID 1180400 reaction equation
[K+].[Br:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[O:10][CH:11]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:12]([O-])=[O:13])=[CH:5][CH:4]=1.Cl.[NH2:26][CH2:27][C:28]#[N:29]>>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:19]2[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=2)[O:10][CH:11]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:12]([NH:29][CH2:28][C:27]#[N:26])=[O:13])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 11491918Aminoacetonitrile hydrochlorideHCID 694721682-[(4-Bromophenyl)(pyridin-4-yl)methoxy]-4-methylpentanoic acid potassium salt

Product 1

HCID 99792752-[(4-bromophenyl)(pyridin-4-yl)methoxy]-N-(cyanomethyl)-4-methylpentanamide

Procedure

Using the same protocol as described in example 17, step 3, 2-[(4-bromophenyl)(pyridin-4-yl)methoxy]-4-methylpentanoic acid potassium salt from step 3 (312 mg, 0.75 mmol) was coupled with aminoacetonitrile HCl Salt. The crude residue obtained was chromatographed on silica gel using 10% MeOH in dichloromethane to afford the title compound.

Workup

  1. customThe crude residue obtained
  2. customwas chromatographed on silica gel using 10% MeOH in dichloromethane

Sources & evidence

ORD record
ord-685274a7f85a464c8dfc25e27d38ffd6
Source dataset
uspto-grants-2007_10
Patent number
US07279478B2

Reaction notes

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