2-(4-Bromo-2-fluorophenyl)acetonitrile → HCID 23509618, compound

HRID 50746Notes

Reaction equation

HRID 50746 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[C:4]([F:11])[CH:3]=1.[CH3:12][C:13]1([CH3:27])[C:18]2[CH:19]=[C:20](B(O)O)[CH:21]=[CH:22][C:17]=2[NH:16][C:15](=[O:26])[O:14]1>O>[CH3:12][C:13]1([CH3:27])[O:14][C:15](=[O:26])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([C:2]3[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[C:4]([F:11])[CH:3]=3)=[CH:19][C:18]1=2

Participants

4

Reactant 2

HCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrileHCID 10987806(4,4-Dimethyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)boronic acid

Product 1

HCID 23509618HCID 23509618, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Prepared according to procedure B from 4-bromo-2-fluorophenylacetonitrile (T. Alessi A. H. P. U.S. Pat. No. 4,895,862) and (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid. A grey solid; mp 253-256° C. 1H NMR (DMSO-d6) δ 10.35 (s, 1H) 7.67-7.49 (m, 5H), 6.97 (d, 1H, J=8.6 Hz) 4.09 (s, 2H) 1.67(s, 6H), MS [M−H]−m/z 309. Anal. Calc. For C18H15N2FO2.0.15 H2O: C, 69.07; H, 4.93; N, 8.95. Found C, 69.27; H 5.05; N, 8.50.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1d6ca9ec04454c4e87f2728c78f6a567
Source dataset
uspto-grants-2004_03
Patent number
US06713478B2

Reaction notes

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