Benzoyl chloride → HCID 10101690, compound

HRID 1198703Notes

Reaction equation

[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:52]([F:55])([F:54])[F:53])=[C:15]([N:17]2[C:21](=[O:22])[N:20]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[S:36](=[O:46])(=[O:45])[NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[CH:26][C:25]=3[F:47])[C:19]([CH2:48][CH2:49][CH2:50][CH3:51])=[N:18]2)[CH:16]=1>>[C:1]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([C:52]([F:53])([F:54])[F:55])=[C:15]([N:17]2[C:21](=[O:22])[N:20]([CH2:23][C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[S:36](=[O:45])(=[O:46])[NH:37][C:38]([O:40][C:41]([CH3:42])([CH3:43])[CH3:44])=[O:39])=[CH:26][C:25]=3[F:47])[C:19]([CH2:48][CH2:49][CH2:50][CH3:51])=[N:18]2)[CH:16]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 19102823HCID 19102823, compound

Product 1

HCID 10101690HCID 10101690, compoundYield 95%

Procedure

Benzoyl chloride was reacted with 2-[5-amino-2-(trifluoromethyl)phenyl]-4-[[2'-[N-(t-butoxycarbonyl)sulfamoyl]-3-fluorobiphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 33, Step D) according to the procedure of Example 26 to give a 95% yield of the title compound as a white solid, mp 117°-120° C.; homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 774 (M+Li)+.

Sources & evidence

ORD record: ord-b728e8f2769343d893b293281a273ed1
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05281614

Reaction notes

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