4-Cyanophenylboronic acid → HCID 178418980, compound

HRID 1867500Notes

Reaction equation

HRID 1867500 reaction equation
Br[C:2]1[CH:3]=[C:4]([O:22][CH3:23])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([F:20])[CH:13]=1)[CH:8]=[C:7]2[OH:21].[C:24]([C:26]1[CH:31]=[CH:30][C:29](B(O)O)=[CH:28][CH:27]=1)#[N:25]>>[C:24]([C:26]1[CH:31]=[CH:30][C:29]([C:2]2[CH:3]=[C:4]([O:22][CH3:23])[CH:5]=[C:6]3[C:11]=2[N:10]=[C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([F:20])[CH:13]=2)[CH:8]=[C:7]3[OH:21])=[CH:28][CH:27]=1)#[N:25]

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 178418854HCID 178418854, compound

Product 1

HCID 178418980HCID 178418980, compoundYield 56%

Procedure

This compound was prepared from 41b using 4-cyanophenylboronic acid according to method P. Orange solid; Yield: 56%; mp 248-250° C.; 1H NMR (300 MHz, DMSO-d6) δ 3.89 (s, 3H), 3.94 (s, 3H), 7.28 (t, J=8.8 Hz, 1H), 7.36 (s, 1H), 7.44 (d, J=2.9 Hz, 1H), 7.53 (d, J=2.9 Hz, 1H), 7.75-7.79 (m, 2H), 7.97 (br s, 4H), 11.50 (s, 1H); MS (ESI) m/z 401 ([M+H]+). Anal. Calcd for C24H17FN2O3: C, 71.99; H, 4.28; N, 7.00. Found: C, 71.55; H, 4.47; N, 6.60.

Sources & evidence

ORD record
ord-0f44682ccb014b02897f81ba81f42b95
Source dataset
uspto-grants-2009_12
Patent number
US07632845B2

Reaction notes

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