(3-Cyano-5-fluorophenyl)boronic acid → HCID 11314209, compound

HRID 1296517Notes

Reaction equation

HRID 1296517 reaction equation
[CH2:1]([C:3]1([CH2:16][CH3:17])[C:8]2[CH:9]=[C:10]([OH:13])[CH:11]=[CH:12][C:7]=2[N:6]([CH3:14])[C:5](=[O:15])[O:4]1)[CH3:2].[C:18]([C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[C:24]([F:26])[CH:25]=1)#[N:19]>>[CH2:16]([C:3]1([CH2:1][CH3:2])[O:4][C:5](=[O:15])[N:6]([CH3:14])[C:7]2[CH:12]=[CH:11][C:10]([O:13][C:22]3[CH:21]=[C:20]([CH:25]=[C:24]([F:26])[CH:23]=3)[C:18]#[N:19])=[CH:9][C:8]1=2)[CH3:17]

Participants

3

Reactant 2

HCID 23435605(3-Cyano-5-fluorophenyl)boronic acidHCID 69216999HCID 69216999, compound

Product 1

HCID 11314209HCID 11314209, compound

Procedure

Prepared from 4,4-diethyl-6-hydroxy-1-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-one and 3-cyano-5-fluorobenzeneboronic acid according to the coupling procedure described in example 69. A white solid, 1H NMR (DMSO-d6): δ 7.61 (m, 1H), 7.29 (s, 1H), 7.23 (dt, J=10.3, 2.3 Hz, 1H), 7.17 (m, 2H), 7.13 (m, 1H), 3.30 (s, 3H), 2.02 (m, 2H), 1.89 (m, 2H), 0.79 (t, J=7.2 Hz, 6H). MS (ESI) m/z 355 ([M+H]+); HRMS: calcd for C20H19FN2O3, 354.1380. found (ESI+), 355.14578.

Sources & evidence

ORD record
ord-54b1639112da4e3ca5739e4d5e7de69d
Source dataset
uspto-grants-2007_07
Patent number
US07247625B2

Reaction notes

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