Phenylboronic Acid → HCID 44417467, compound

HRID 910021Notes

Reaction equation

HRID 910021 reaction equation
Br[C:2]1[CH:14]=[CH:13][C:5]([O:6][CH2:7][C:8]([O:10]CC)=[O:9])=[C:4]([C:15]([C:17]2[CH:18]=[N:19][N:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:21]=2)=[O:16])[CH:3]=1.[C:28]1(B(O)O)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[C:22]1([N:20]2[CH:21]=[C:17]([C:15]([C:4]3[CH:3]=[C:2]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH:14]=[CH:13][C:5]=3[O:6][CH2:7][C:8]([OH:10])=[O:9])=[O:16])[CH:18]=[N:19]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 13507348HCID 13507348, compound

Product 1

HCID 44417467HCID 44417467, compound

Procedure

Prepared from ethyl [4-bromo-2-(1-phenyl-1H-pyrazole-4-carbonyl)phenoxy]acetate and phenylboronic acid according to GP4: LC/MS (an 10p8): Rt 1.05 min, m/z 398.6 [M−H]−; 1H NMR (CDCl3): δ 4.86 (s, 2H), 7.17 (d, J=8.6 Hz, 1H), 7.35-7.57 (m, 8H), 7.70-7.75 (m, 2H), 7.78 (dd, J=8.6, 2.3 Hz, 1H), 7.84 (d, J=2.3 Hz, 1H), 8.20 (s, 1H), 8.54 (s, 1H); 13C NMR (CDCl3): δ 67.7, 115.8, 120.1, 124.8, 127.1, 128.0, 128.3, 129.1, 129.3, 129.4, 129.9, 132.3, 136.2, 139.3, 139.3, 143.5, 155.8, 170.4, 189.3.

Sources & evidence

ORD record
ord-1b411bdf1c1e4871945c0eea29a14a29
Source dataset
uspto-grants-2011_09
Patent number
US08022063B2

Reaction notes

Loading…