3-(Difluoromethoxy)benzenesulfonyl chloride → 4-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methoxy-phenyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester

HRID 1808904Notes

Reaction equation

HRID 1808904 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[C:19]([NH2:21])[CH:18]=[CH:17][C:16]=2[O:22][CH3:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:24][CH:25]([F:37])[O:26][C:27]1[CH:28]=[C:29]([S:33](Cl)(=[O:35])=[O:34])[CH:30]=[CH:31][CH:32]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:20]=[C:19]([NH:21][S:33]([C:29]3[CH:30]=[CH:31][CH:32]=[C:27]([O:26][CH:25]([F:24])[F:37])[CH:28]=3)(=[O:35])=[O:34])[CH:18]=[CH:17][C:16]=2[O:22][CH3:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27782263-(Difluoromethoxy)benzenesulfonyl chlorideHCID 668198284-(5-Amino-2-methoxy-phenyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Product 1

HCID 668200074-[5-(3-Difluoromethoxy-benzenesulfonylamino)-2-methoxy-phenyl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Procedure

0.5 g of 4-(5-amino-2-methoxy-phenyl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (1.556 mmol) was reacted as described for Preparation example 1 with 3-(difluoromethoxy)-benzene-sulfonylchloride to yield 0.64 g of the title compound.

Sources & evidence

ORD record
ord-5629cf55d34d4747a7655d3a81188113
Source dataset
uspto-grants-2013_01
Patent number
US08362010B2

Reaction notes

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