Valeryl chloride → HCID 10032988, compound

HRID 1198702Notes

Reaction equation

[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:50]([F:53])([F:52])[F:51])=[C:13]([N:15]2[C:19](=[O:20])[N:18]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[S:34](=[O:44])(=[O:43])[NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])=[CH:24][C:23]=3[F:45])[C:17]([CH2:46][CH2:47][CH2:48][CH3:49])=[N:16]2)[CH:14]=1>>[C:39]([O:38][C:36]([NH:35][S:34]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[C:25]1[CH:26]=[CH:27][C:22]([CH2:21][N:18]2[C:17]([CH2:46][CH2:47][CH2:48][CH3:49])=[N:16][N:15]([C:13]3[CH:14]=[C:9]([NH:8][C:1](=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5])[CH:10]=[CH:11][C:12]=3[C:50]([F:52])([F:53])[F:51])[C:19]2=[O:20])=[C:23]([F:45])[CH:24]=1)(=[O:44])=[O:43])=[O:37])([CH3:40])([CH3:41])[CH3:42]

Participants

Reactant 2

HCID 61186Valeryl chloride

HCID 19102823HCID 19102823, compound

Product 1

HCID 10032988HCID 10032988, compoundYield 91%

Procedure

Valeryl 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 91% yield of the title compound as a white solid, mp 179°-182° C.; homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 754 (M+Li)+.

Sources & evidence

ORD record: ord-f9726a4376ff4b83bd28359220436096
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05281614

Reaction notes

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