3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 10480005, compound

HRID 1984805Notes

Reaction equation

HRID 1984805 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5](OCCCCCCC)=[C:6]([CH:32]=1)[C:7]([NH:9][C@@H:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][C:24](OC(F)(F)F)=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)[C:11]([OH:13])=[O:12])=[O:8].[Cl:41][C:42]1[CH:43]=[C:44](B(O)O)[CH:45]=[CH:46][C:47]=1[F:48]>>[C:18]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:19]=[CH:20][C:15]([CH2:14][C@H:10]([NH:9][C:7]([C:6]2[CH:5]=[CH:4][C:3]([C:44]3[CH:45]=[CH:46][C:47]([F:48])=[C:42]([Cl:41])[CH:43]=3)=[CH:2][CH:32]=2)=[O:8])[C:11]([OH:13])=[O:12])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 58717891HCID 58717891, compound

Product 1

HCID 10480005HCID 10480005, compoundYield 81.6%

Procedure

3-Biphenyl-4-yl-(2S)-[(5-bromo-benzoyl-amino)-propionic acid (100 mg, 0.23 mmol) was reacted with 3-chloro-4-fluoro-phenyl boronic acid (0.123 mg, 0.69 mmol) by following general procedure D to afford title compound (89 mg) as a white solid.

Sources & evidence

ORD record
ord-780ea1a677ae4d248d9d4adef7813cfa
Source dataset
uspto-grants-2009_06
Patent number
US07544699B2

Reaction notes

Loading…