2-Methyl-4-methoxycarbonylphenylboronic acid, pinacol ester → HCID 57407160, compound

HRID 1627653Notes

Reaction equation

HRID 1627653 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12]C)[CH:8]=2)[N:3]=1.[CH3:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][C:24]=1B1OC(C)(C)C(C)(C)O1)[C:18]([O:20]C)=[O:19]>>[OH:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([C:24]1[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[CH:16][C:15]=1[CH3:14])[N:11]=[CH:10]2

Participants

3

Reactant 2

HCID 110870242-Methyl-4-methoxycarbonylphenylboronic acid, pinacol esterHCID 592548522-Chloro-6-methoxyquinazoline

Product 1

HCID 57407160HCID 57407160, compound

Procedure

Prepared according to Scheme 6, B conditions, starting from Intermediate 8 and methyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate. 1H NMR (DMSO-d6 400 MHz): δ 9.54 (s, 1H), 8.00-7.86 (m, 4H), 7.60 (dd, J=8.8, 2.4 Hz, 1H), 7.36 (d, J=2.4 Hz, 1H), 2.59 (s, 3H). MS (ESI): m/z 280.9[M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-723550dfda7b4c7aa306cb873269bd16
Source dataset
uspto-grants-2014_07
Patent number
US08785643B2

Reaction notes

Loading…