4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}benzene-1-sulfonyl chloride → HCID 69655009, compound

HRID 1794912Notes

Reaction equation

HRID 1794912 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[Cl:16][C:17]1[C:18]([O:27][C:28]2[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=2)=[N:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1.[OH:38][C@@H:39]([CH2:52][NH2:53])[CH2:40][O:41][C:42]1[C:50]2[NH:49][C:48](=[O:51])[NH:47][C:46]=2[CH:45]=[CH:44][CH:43]=1>>[Cl:16][C:17]1[C:18]([O:27][C:28]2[CH:33]=[CH:32][C:31]([S:34]([NH:2][C:3]3[CH:8]=[CH:7][C:6]([N:9]4[CH2:14][CH2:13][CH:12]([NH:53][CH2:52][C@H:39]([OH:38])[CH2:40][O:41][C:42]5[C:50]6[NH:49][C:48](=[O:51])[NH:47][C:46]=6[CH:45]=[CH:44][CH:43]=5)[CH2:11][CH2:10]4)=[CH:5][CH:4]=3)(=[O:36])=[O:35])=[CH:30][CH:29]=2)=[N:19][CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1

Participants

4

Reactant 3

HCID 27830394-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}benzene-1-sulfonyl chlorideHCID 107991054-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-oneHCID 222202401-(4-Amino-phenyl)-piperidin-4-one hydrochloride

Product 1

HCID 69655009HCID 69655009, compound

Procedure

The title compound was prepared from 1-(4-aminophenyl)-4-piperidone hydrochloride (which was obtained in Example 224), 4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)benzenesulfonyl chloride, and (S)-4-[2-hydroxy-3-aminopropoxy]-1,3-dihydro-2H-benzimidazol-2-one (U.S. Pat. No. 5,786,356/1998) according to the procedure of Example 346; MS (ES) m/z: 733.3 (MH+).

Sources & evidence

ORD record
ord-ca1069db21824a9bb0cbe07a494f3eff
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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