4-Fluorophenylboronic acid → HCID 66790750, compound

HRID 1929420Notes

Reaction equation

HRID 1929420 reaction equation
[CH3:1][C:2]1([CH3:26])[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[CH:10][C:11]([CH2:13][N:14]([S:22]([CH3:25])(=[O:24])=[O:23])[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:12][C:4]=2[O:3]1.[F:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[F:27][C:28]1[CH:33]=[CH:32][C:31]([N:6]2[C:5]3[CH:9]=[CH:10][C:11]([CH2:13][N:14]([S:22]([CH3:25])(=[O:24])=[O:23])[C:15](=[O:21])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[CH:12][C:4]=3[O:3][C:2]([CH3:26])([CH3:1])[C:7]2=[O:8])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 66790182HCID 66790182, compound

Product 1

HCID 66790750HCID 66790750, compoundYield 20.1%

Procedure

Tert-butyl [(2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl)-methyl](methylsulfonyl)carbamate (compound obtained in Reference Example 48(2), 200 mg) and 4-fluorophenylboronic acid (146 mg) were treated in the same manner as described in Reference Example 1(2) to give tert-butyl {[4-(4-fluorophenyl)-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-7-yl]methyl}(methylsulfonyl)carbamate (50 mg) as a colorless powder.

Sources & evidence

ORD record
ord-5b6685089fee4507bced72ef4ab184b5
Source dataset
uspto-grants-2012_05
Patent number
US08188073B2

Reaction notes

Loading…