3-Pyridinylboronic acid → 2-Amino-4-methyl-7-(2-pyridin-3-yl-phenyl)-7,8-dihydro-6H-quinazolin-5-one

HRID 2046502Notes

Reaction equation

HRID 2046502 reaction equation
[NH2:1][C:2]1[NH:11][C:10]([CH3:13])(C)[C:9]2[C:8](=[O:14])[CH2:7][CH:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3Br)[CH2:5][C:4]=2[N:3]=1.[N:22]1[CH:27]=[CH:26][CH:25]=[C:24](B(O)O)[CH:23]=1.NC1N=C(C)C2C(=O)CC(C3C=CC=CC=3C3C=CC=CC=3)CC=2N=1>>[NH2:1][C:2]1[N:11]=[C:10]([CH3:13])[C:9]2[C:8](=[O:14])[CH2:7][CH:6]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:24]3[CH:23]=[N:22][CH:27]=[CH:26][CH:25]=3)[CH2:5][C:4]=2[N:3]=1

Participants

4

Reactant 3

HCID 27343783-Pyridinylboronic acidHCID 582693442-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-oneHCID 178430661HCID 178430661, compound

Product 1

HCID 582693572-Amino-4-methyl-7-(2-pyridin-3-yl-phenyl)-7,8-dihydro-6H-quinazolin-5-one

Procedure

The title compound was prepared from 2-amino-4-methyl-7-(2-bromo-phenyl)-4-methyl-7,8-dihydro-6H-quinazolin-5-one (example 3/i stage 2/3) and pyridin-3-ylboronic acid, following the procedure describing the synthesis of 2-amino-7-biphenyl-2-yl-4-methyl-7,8-dihydro-6H-quinazolin-5-one (example 5/a stage 1).

Sources & evidence

ORD record
ord-9fa461ccdf6b43c1998aeec23a2f9fd1
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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