Water → HCID 178418454, compound

HRID 1795

Reaction equation

HRID 1795 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][C:13]([CH3:16])([CH3:15])[CH3:14])[C:10](=[O:17])[C@@H:9]([CH2:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=3)=[O:20])[O:8][C@H:7]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[Cl:36])[C:6]=2[CH:37]=1.[N-:38]=[N+:39]=[N-:40].[Na+].O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][C:13]([CH3:14])([CH3:15])[CH3:16])[C:10](=[O:17])[C@@H:9]([CH2:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]4[NH:40][N:39]=[N:38][N:29]=4)[CH:23]=3)=[O:20])[O:8][C@H:7]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[Cl:36])[C:6]=2[CH:37]=1

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 69946147trans-7-Chloro-5-(2-chlorophenyl)-3-(3-cyanophenylaminocarbonylmethyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine

Product 1

HCID 178418454HCID 178418454, compoundYield 50.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 0.2 g of trans-7-chloro-5-(2-chlorophenyl)-3-(3-cyanophenylaminocarbonylmethyl)-1-neopentyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine and 80 mg of sodium azide in 5 ml of dimethylformamide was stirred at 90° C. for 60 hours. After water was added, the mixture was washed with water, after which the solvent was removed and the residue was subjected to silica gel column chromatography to yield 0.11 g of a crystal.

Workup

  1. washthe mixture was washed with water
  2. customafter which the solvent was removed

Sources & evidence

ORD record
ord-757632750487427b80394903b6f82440
Source dataset
uspto-grants-1998_03
Patent number
US05726306

Linked notes

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