(3-Cyano-5-fluorophenyl)boronic acid → HCID 44585565, compound

HRID 2252598Notes

Reaction equation

HRID 2252598 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:18]3[O:19][CH:20]=[CH:21][CH:22]=3)([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)[C:6]=2[CH:23]=1.[C:24]([C:26]1[CH:27]=[C:28](B(O)O)[CH:29]=[C:30]([F:32])[CH:31]=1)#[N:25]>>[O:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[C:7]1([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[C:6]2[CH:23]=[C:2]([C:28]3[CH:27]=[C:26]([CH:31]=[C:30]([F:32])[CH:29]=3)[C:24]#[N:25])[CH:3]=[CH:4][C:5]=2[NH:11][C:10](=[O:12])[CH2:9][O:8]1

Participants

3

Reactant 2

HCID 23435605(3-Cyano-5-fluorophenyl)boronic acidHCID 68865082HCID 68865082, compound

Product 1

HCID 44585565HCID 44585565, compound

Procedure

Prepared from 7-bromo-5,5-di(2-furyl)-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 3-cyano-5-fluorobenzeneboronic acid generally according to the coupling procedure of example 1. 1H NMR (DMSO-d6): δ 10.34 (s, 1H), 7.73-7.87 (m, 5H), 7.59 (dt, J=10.25, 1.95 Hz, 1H), 7.35 (d, J=8.3 Hz, 1H), 6.98 (d, J=1.95 Hz, 1H), 1H, 6.52 (dd, J=3.42, 1.95 Hz, 2H), 6.29 (dd, J=3.42, 0.98 Hz, 2H), 4.16 (s, 2H); MS (ESI) m/z 415 ([M+H]+); MS (ESI) m/z 413 ([M−H]−); Anal. calcd for C24H15FN2O4: C: 69.56; H: 3.65; N: 6.76. Found: C: 67.60; H: 3.77; N: 5.81.

Sources & evidence

ORD record
ord-656796e186884d54b1649cf115e9ff3b
Source dataset
uspto-grants-2008_01
Patent number
US07323455B2

Reaction notes

Loading…