Water → HCID 86615652, compound

HRID 507020Notes

Reaction equation

HRID 507020 reaction equation
[C:1](N1C=CN=C1)#[N:2].[F:8][C:9]([F:41])([F:40])[C:10]1[CH:11]=[C:12]([CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=1)[CH2:13][NH:14][CH:15]1[CH2:21][CH2:20][CH2:19][N:18]([C:22]([O:24][CH:25]([CH3:27])[CH3:26])=[O:23])[C:17]2[CH:28]=[CH:29][C:30]([Br:32])=[CH:31][C:16]1=2.O>CN(C)C(=O)C>[F:41][C:9]([F:8])([F:40])[C:10]1[CH:11]=[C:12]([CH:33]=[C:34]([C:36]([F:37])([F:38])[F:39])[CH:35]=1)[CH2:13][N:14]([C:1]#[N:2])[CH:15]1[CH2:21][CH2:20][CH2:19][N:18]([C:22]([O:24][CH:25]([CH3:27])[CH3:26])=[O:23])[C:17]2[CH:28]=[CH:29][C:30]([Br:32])=[CH:31][C:16]1=2

Participants

5

Reactant 3

HCID 962WaterHCID 2735857N-CyanoimidazoleHCID 59432351HCID 59432351, compound

Product 1

HCID 86615652HCID 86615652, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent2×

Conditions

Temperature
100 °C

Procedure

Add a solution of 1-cyanoimidazole in N,N-dimethylacetamide to a solution of isopropyl 5-(3,5-bistrifluoromethylbenzylamino)-7-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate in N,N-dimethylacetamide at room temperature under nitrogen and heat the mixture to 100° C. Pour the cooled mixture into water and extract with methylene chloride. Dry the organic layer over anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure. Chromatograph the residue over silica gel to afford the title compound.

Workup

  1. extractionextract with methylene chloride
  2. dry with materialDry the organic layer over anhydrous sodium sulfate
  3. filtrationfilter
  4. customremove the solvent under reduced pressure

Sources & evidence

ORD record
ord-9fcf7ffc2bb34b519322fade31ce38ae
Source dataset
uspto-grants-2010_08
Patent number
US07786108B2

Reaction notes

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