3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 44585536, compound

HRID 2252605Notes

Reaction equation

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

Participants

Reactant 2

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

HCID 68864317HCID 68864317, compound

Product 1

HCID 44585536HCID 44585536, compound

Procedure

Prepared from 7-bromo-5,5-diphenyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 3-chloro-4-fluoro benzeneboronic acid generally according to the coupling procedure described in example 1. 1H NMR (DMSO-d6): δ 10.17 (s, 1H), 7.65 (dd, J=8.3, 2.44 Hz, 1H), 7.50 (dd, J=7.32, 2.44 Hz, 1H), 7.34-7.43 (m, 7H), 7.25 (d, J=8.3 Hz, 1H), 7.22-7.24 (m, 1H), 7.16-7.19 (m, 4H), 6.75 (d, 1.95 Hz, 1H), 4.26 (s, 2H); MS (ESI) m/z 442/444 ([M−H]−); Anal. calcd for C27H19ClFNO2: C: 73.06; H: 4.31; N: 3.16 Found: C: 72.67; H: 4.36; N: 2.89.

Sources & evidence

ORD record: ord-6ccbd6bf4d344d3f9a22ae9bdc706744
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07323455B2

Reaction notes

Loading…