Propionyl bromide → HCID 19102787, compound

HRID 1198696Notes

Reaction equation

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

Participants

Reactant 2

HCID 69018Propionyl bromide

HCID 191027882-(5-Amino-2-bromophenyl)-4-[[2'-(N-t-butylsulfamoyl)-3-fluorobiphenyl-4-yl]methyl]-5-n-butyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Product 1

HCID 19102787HCID 19102787, compoundYield 77%

Procedure

Propionyl bromide was reacted with 2-(5-amino-2-bromophenyl)-4-[[2'-(N-t-butylsulfamoyl)-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 77% yield of the title compound as a stiff, off-white foam, mp 119°-121° C.; homogeneous by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 686,688 (M+1)+.

Sources & evidence

ORD record: ord-0c96fedd466c495db086cb73f36c9f4a
Source dataset: uspto-grants-1994_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05281614

Reaction notes

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