N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamide → 3-Azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-5-fluoro-4-methyl-benzamide

HRID 2109186Notes

Reaction equation

HRID 2109186 reaction equation
[N:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([F:14])[C:12]=1[CH3:13])[C:7]([OH:9])=O)=[N+:2]=[N-:3].[NH2:15][C:16]1[C:17]([O:31][CH3:32])=[C:18]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:19]=[C:20]([C:22]([CH3:25])([CH3:24])[CH3:23])[CH:21]=1.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]=[C:11]([F:14])[C:12]=1[CH3:13])[C:7]([NH:15][C:16]1[CH:21]=[C:20]([C:22]([CH3:24])([CH3:25])[CH3:23])[CH:19]=[C:18]([NH:26][S:27]([CH3:30])(=[O:29])=[O:28])[C:17]=1[O:31][CH3:32])=[O:9])=[N+:2]=[N-:3]

Participants

4

Reactant 3

HCID 10214710N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulfonamideHCID 210792023-azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamideHCID 58784912HCID 58784912, compound

Product 1

HCID 179730683-Azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-5-fluoro-4-methyl-benzamide

Procedure

3-Azido-N-(5-tert-butyl-3-methanesulfonylamino-2-methoxy-phenyl)-5-fluoro-4-methyl-benzamide was prepared from 3-azido-5-fluoro-4-methyl benzoic acid (U.S. Ser. No. 04/102,492) and N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methane-sulfonamide 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-768d6403f3554b29b44d61b57ea8d615
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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