Ammonium Chloride → HCID 59432334, compound

HRID 507021Notes

Reaction equation

[F:1][C:2]([F:36])([F:35])[C:3]1[CH:4]=[C:5]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=1)[CH2:6][N:7]([C:26]#[N:27])[CH:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[C:10]2[CH:21]=[CH:22][C:23]([Br:25])=[CH:24][C:9]1=2.[N-:37]=[N+:38]=[N-:39].[Na+].[Cl-].[NH4+]>CN(C)C=O.O.[OH-].[Na+]>[F:36][C:2]([F:1])([F:35])[C:3]1[CH:4]=[C:5]([CH:28]=[C:29]([C:31]([F:32])([F:33])[F:34])[CH:30]=1)[CH2:6][N:7]([C:26]1[N:37]=[N:38][NH:39][N:27]=1)[CH:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[C:10]2[CH:21]=[CH:22][C:23]([Br:25])=[CH:24][C:9]1=2

Participants

Conditions

Temperature: 110 °C

Procedure

Add a solution of (+/−)-isopropyl 5-[(3,5-bistrifluoromethylbenzyl)-cyanoamino]-7-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate in anhydrous N,N-dimethylformamide dropwise to a stirred suspension of sodium azide and ammonium chloride in anhydrous N,N-dimethylformamide and heat the resulting yellow mixture at 110° C. under nitrogen. Dilute the cooled mixture with water and 2 N NaOH and wash with diethyl ether. Acidify with 5 N HCl, collect the precipitate and wash with water to provide the title compound.

Workup

washwash with diethyl ether
customcollect the precipitate
washwash with water

Sources & evidence

ORD record: ord-1c60f1aea8bc477fa5d83b2427c6c116
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07786108B2

Reaction notes

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