Glycolic Acid → HCID 69060000, compound

HRID 1864299Notes

Reaction equation

HRID 1864299 reaction equation
[C:1]([OH:5])(=O)[CH2:2][OH:3].[NH2:6][C:7]([CH3:30])([CH3:29])[CH2:8][O:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[C:12]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([CH3:28])[CH:22]=1)=[N:13][CH:14]=[N:15]2>>[OH:3][CH2:2][C:1]([NH:6][C:7]([CH3:30])([CH3:29])[CH2:8][O:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[C:12]([NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([CH3:28])[CH:22]=1)=[N:13][CH:14]=[N:15]2)=[O:5]

Participants

3

Reactant 2

HCID 757Glycolic AcidHCID 690609524-{[5-(2-Amino-2-methylpropoxy)quinazolin-4-yl]amino}-2-methylphenol

Product 1

HCID 69060000HCID 69060000, compoundYield 53%

Procedure

The procedure described in Example 3 (preparation of starting materials) was repeated using glycolic acid and 4-{[5-(2-amino-2-methylpropoxy)quinazolin-4-yl]amino}-2-methylphenol to give 2-hydroxy-N-[2-({4-[(4-hydroxy-3-methylphenyl)amino]quinazolin-5-yl}oxy)-1,1-dimethylethyl]acetamide as a light brown solid in 53% yield; NMR spectrum (DMSO-d6) 1.47 (s, 6H), 3.69 (d, 2H), 4.47 (s, 2H), 7.04 (d, 1H), 7.38 (m, 3H), 7.78 (d, 1H), 7.96 (t, 1H), 8.18 (t, 1H), 8.80 (s, 1H), 10.40 (s, 1H), 10.67 (s, 1H); Mass spectrum MH+ 417.

Workup

  1. customThe procedure described in Example 3 (preparation of starting materials)

Sources & evidence

ORD record
ord-818b863c1d1a4ea4832b39b301ae7094
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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