Triethylamine hydrochloride → HCID 178521864, compound

HRID 2262767Notes

Reaction equation

HRID 2262767 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:7][C:8]=1[NH:9][C:10](=[O:25])[C:11]1[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[C:13]([C:21]([F:24])([F:23])[F:22])[CH:12]=1)#[N:2].[N-:32]=[N+:33]=[N-:34].[Na+].Cl.C(N(CC)CC)C.OS([O-])(=O)=O.[K+]>CN(C=O)C>[NH:32]1[C:1]([C:3]2[CH:4]=[C:5]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:6]=[CH:7][C:8]=2[NH:9][C:10](=[O:25])[C:11]2[CH:16]=[C:15]([C:17]([F:18])([F:19])[F:20])[CH:14]=[C:13]([C:21]([F:24])([F:22])[F:23])[CH:12]=2)=[N:2][N:34]=[N:33]1

Participants

6

Reactant 4

HCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 516920Potassium bisulfateHCID 86036833HCID 86036833, compound

Product 1

HCID 178521864HCID 178521864, compoundYield 109.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-[3-cyano-biphenyl-4-yl]-3,5-bis-trifluoromethyl-benzamide (100 mg), sodium azide (40 mg) and triethylamine hydrochloride (103 mg) were stirred at 100° C. for 20 hours in DMF (3 ml). The reaction mixture was poured into a 5% KHSO4 solution (10 ml) and the solid was filtered off and dried to give N-[3-(1H-Tetrazol-5-yl)-biphenyl-4-yl]-3,5-bis-trifluoromethyl-benzamide as a white solid (120 mg). Mp.=156° C. (dec.).

Workup

  1. filtrationthe solid was filtered off
  2. customdried

Sources & evidence

ORD record
ord-d10ac50bb5484de7b3b28aa87b1405c3
Source dataset
uspto-grants-2010_12
Patent number
US07851492B2

Reaction notes

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