3-Azido-4-methylbenzoic acid → 3-Azido-N-(5-tert-butyl-3-cyano-2-methoxy-phenyl)-4-methyl-benzamide
Reaction equation
[N:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([OH:9])=O)=[N+:2]=[N-:3].[NH2:14][C:15]1[C:16]([O:27][CH3:28])=[C:17]([CH:20]=[C:21]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:22]=1)[C:18]#[N:19].N(C1C=C(C=CC=1C)C(NC1C=C(C(C)(C)C)C=C(NS(C)(=O)=O)C=1OC)=O)=[N+]=[N-]>>[N:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[CH3:13])[C:7]([NH:14][C:15]1[CH:22]=[C:21]([C:23]([CH3:26])([CH3:24])[CH3:25])[CH:20]=[C:17]([C:18]#[N:19])[C:16]=1[O:27][CH3:28])=[O:9])=[N+:2]=[N-:3]Participants
4
Procedure
3-Azido-N-(5-tert-butyl-3-cyano-2-methoxy-phenyl)-4-methyl-benzamide was prepared from 3-azido-4-methyl benzoic acid (U.S. Ser. No. 04/102,492) and 3-amino-5-tert-butyl-2-methoxy-benzonitrile in the same manner as 3-azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide (Example 15).
Sources & evidence
- ORD record
- ord-4c22a9bf054f4e4f9e0795e0fd27bf0c
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07514458B2
Reaction notes
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