Acetic Acid → HCID 69058281, compound

HRID 1864261Notes

Reaction equation

HRID 1864261 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[O:19][CH2:20][C@@H:21]([NH:23][CH3:24])[CH3:22])[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:4][C:3]=1[OH:25].[C:26]([OH:29])(=O)[CH3:27]>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][C:17]=3[O:19][CH2:20][C@@H:21]([N:23]([CH3:24])[C:26](=[O:29])[CH3:27])[CH3:22])[N:12]=[CH:11][N:10]=2)[CH:5]=[CH:4][C:3]=1[OH:25]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 69055503HCID 69055503, compound

Product 1

HCID 69058281HCID 69058281, compoundYield 27%

Procedure

The procedure described in Example 3 (preparation of starting materials) was repeated using acetic acid and 2-chloro-4-[(5-{[(2S)-2-(methylamino)propyl]oxy}quinazolin-4-yl)amino]phenol (obtained as described in Example 56, preparation of starting materials) to give N-[(1S)-2-({4-[(3-chloro-4-hydroxyphenyl)amino]quinazolin-5-yl}oxy)-1-methylethyl]-N-methylacetamide in 27% yield; Mass spectrum MH+ 401.3.

Workup

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

Sources & evidence

ORD record
ord-60e29f2590924b279b0ebf8ad133bbcf
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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