Azepane → N-{(S)-2-Azepan-1-yl-1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-oxo-ethyl}-2-chloro-3-(3-oxo-morpholin-4-yl)benzenesulfonamide

HRID 76806

Reaction equation

HRID 76806 reaction equation
[Cl:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][C:9]2=[O:14])=[CH:6][CH:5]=[CH:4][C:3]=1[S:15]([NH:18][C@@H:19]([CH2:23][C:24]1[CH:28]=[C:27]([C:29]2[S:30][C:31]([Cl:34])=[CH:32][CH:33]=2)[O:26][N:25]=1)[C:20]([OH:22])=O)(=[O:17])=[O:16].[NH:35]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>>[N:35]1([C:20](=[O:22])[C@@H:19]([NH:18][S:15]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][C:9]3=[O:14])[C:2]=2[Cl:1])(=[O:17])=[O:16])[CH2:23][C:24]2[CH:28]=[C:27]([C:29]3[S:30][C:31]([Cl:34])=[CH:32][CH:33]=3)[O:26][N:25]=2)[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

Participants

3

Reactant 2

HCID 8119AzepaneHCID 66911183(S)-2-[2-Chloro-3-(3-oxo-morpholin-4-yl)-benzenesulfonylamino]-3-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-yl]-propionic acid

Product 1

HCID 66911166N-{(S)-2-Azepan-1-yl-1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-oxo-ethyl}-2-chloro-3-(3-oxo-morpholin-4-yl)benzenesulfonamide

Procedure

Intermediate 12 (300 mg, 0.55 mmol) and azepane (54 mg, 0.55 mmol) were coupled using the procedure described in example 1; 1.9.

Sources & evidence

ORD record
ord-83eb481d5c9945f19ef53ee12396cfd3
Source dataset
uspto-grants-2014_09
Patent number
US08835653B2

Linked notes

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