Glycolic Acid → HCID 69060808, compound

HRID 1864259Notes

Reaction equation

HRID 1864259 reaction equation
[C:1]([OH:5])(=O)[CH2:2][OH:3].[Cl:6][C:7]1[CH:12]=[C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[O:24][CH2:25][C@@H:26]([NH:28][CH3:29])[CH3:27])[N:17]=[CH:16][N:15]=2)[CH:10]=[CH:9][C:8]=1[OH:30]>>[Cl:6][C:7]1[CH:12]=[C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][C:22]=3[O:24][CH2:25][C@@H:26]([N:28]([CH3:29])[C:1](=[O:5])[CH2:2][OH:3])[CH3:27])[N:17]=[CH:16][N:15]=2)[CH:10]=[CH:9][C:8]=1[OH:30]

Participants

3

Reactant 2

HCID 757Glycolic AcidHCID 69055503HCID 69055503, compound

Product 1

HCID 69060808HCID 69060808, compoundYield 48%

Procedure

The procedure described in Example 3 (preparation of starting materials) was repeated using glycolic acid and 2-chloro-4-[(5-{[(2S)-2-(methylamino)propyl]oxy}quinazolin-4-yl)amino]phenol to give N-[(1S)-2-({4-[(3-chloro-4-hydroxyphenyl)amino]quinazolin-5-yl}oxy)-1-methylethyl]-2-hydroxy-N-methylacetamide in 48% yield; Mass spectrum MH+ 417.3.

Workup

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

Sources & evidence

ORD record
ord-5deaea2d47b14bb48da8c53359632ad6
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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