Acetyl chloride → HCID 19939421, compound

HRID 36295Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:43])=[C:6]([N:8]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[C:25]([CH2:27][CH2:28][CH3:29])[CH:24]=[CH:23][C:22]=4[S:30](=[O:37])(=[O:36])[NH:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[CH:17][C:16]=3[F:38])[C:10]([CH2:39][CH2:40][CH2:41][CH3:42])=[N:9]2)[CH:7]=1.[C:44](Cl)(=[O:46])[CH3:45]>>[C:44]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:43])=[C:6]([N:8]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[C:25]([CH2:27][CH2:28][CH3:29])[CH:24]=[CH:23][C:22]=4[S:30](=[O:37])(=[O:36])[NH:31][C:32]([CH3:35])([CH3:33])[CH3:34])=[CH:17][C:16]=3[F:38])[C:10]([CH2:39][CH2:40][CH2:41][CH3:42])=[N:9]2)[CH:7]=1)(=[O:46])[CH3:45]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 19939493HCID 19939493, compound

Product 1

HCID 19939421HCID 19939421, compoundYield 88%

Procedure

The reaction of 2-(5-amino-2-chlorophenyl)-5-n-butyl-4-[[2'-(N-t-butylsulfamoyl)-3-fluoro-5'-n-propylbiphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Step C) with acetyl chloride was carried out according to the procedure of Example 69, affording an 88% yield of the title compound as a cream-colored solid, mp 125°-128° C.; satisfactory purity by TLC in 95:5 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 676 (M+Li)+.

Sources & evidence

ORD record: ord-0ecf98226d824ec3966946f7d5456c10
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05411980

Reaction notes

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