2-Hydroxyisobutyric acid → HCID 11785743, compound

HRID 1864230Notes

Reaction equation

HRID 1864230 reaction equation
[OH:1][C:2]([CH3:7])([CH3:6])[C:3](O)=[O:4].[Cl:8][C:9]1[CH:10]=[C:11]([NH:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][C:32]=3[O:34][CH2:35][CH2:36][NH:37][CH3:38])[N:27]=[CH:26][N:25]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1>>[Cl:8][C:9]1[CH:10]=[C:11]([NH:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][C:32]=3[O:34][CH2:35][CH2:36][N:37]([CH3:38])[C:3](=[O:4])[C:2]([OH:1])([CH3:7])[CH3:6])[N:27]=[CH:26][N:25]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1

Participants

3

Reactant 2

HCID 116712-Hydroxyisobutyric acidHCID 69065361N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(methylamino)ethoxy]quinazolin-4-amine

Product 1

HCID 11785743HCID 11785743, compoundYield 39%

Procedure

The procedure described in Example 1 was repeated using 2-hydroxy-2-methylpropanoic acid and N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(methylamino)ethoxy]quinazolin-4-amine (obtained as described in Example 1, preparation of starting materials) to give the title compound in 39% yield; NMR spectrum (DMSO-d6) 1.20 (s, 6H), 3.34 (s, 3H), 3.89 (s, 2H), 4.43 (s, 2H), 5.27 (s, 1H), 5.31 (s, 2H), 7.18 (d, 1H), 7.24 (d, 1H), 7.32-7.40 (m, 2H), 7.53-7.57 (m, 1H), 7.58 (d, 1H), 7.70-7.76 (m, 1H), 7.86-7.91 (m, 2H), 8.43 (s, 1H), 8.59-8.61 (m, 1H), 9.75 (s, 1H); Mass spectrum MH+ 522.

Sources & evidence

ORD record
ord-74fa47d6449c4517971565e1b8e98d86
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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