Propionyl bromide → HCID 9987414, compound

HRID 1198701Notes

Reaction equation

[C:1](Br)(=[O:4])[CH2:2][CH3:3].[NH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:48]([F:51])([F:50])[F:49])=[C:11]([N:13]2[C:17](=[O:18])[N:16]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=4[S:32](=[O:42])(=[O:41])[NH:33][C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[CH:22][C:21]=3[F:43])[C:15]([CH2:44][CH2:45][CH2:46][CH3:47])=[N:14]2)[CH:12]=1>>[C:37]([O:36][C:34]([NH:33][S:32]([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:23]1[CH:24]=[CH:25][C:20]([CH2:19][N:16]2[C:15]([CH2:44][CH2:45][CH2:46][CH3:47])=[N:14][N:13]([C:11]3[CH:12]=[C:7]([NH:6][C:1](=[O:4])[CH2:2][CH3:3])[CH:8]=[CH:9][C:10]=3[C:48]([F:50])([F:51])[F:49])[C:17]2=[O:18])=[C:21]([F:43])[CH:22]=1)(=[O:42])=[O:41])=[O:35])([CH3:38])([CH3:39])[CH3:40]

Participants

Reactant 2

HCID 69018Propionyl bromide

HCID 19102823HCID 19102823, compound

Product 1

HCID 9987414HCID 9987414, compoundYield 95%

Procedure

Propionyl bromide 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 Step D) according to the procedure of Example 26 to give a 95% yield of the title compound as a white solid, mp 167°-169° C.; homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 726 (M+Li)+.

Sources & evidence

ORD record: ord-8ebafe92a5b343d1b9cb95f7799b630e
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05281614

Reaction notes

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