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Acetic Acid → HCID 69059716, compound

HRID 1864268
Notes
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Reaction equation

HRID 1864268 reaction equation
[NH2:1][C@@H:2]([CH3:24])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[C:7]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([Cl:23])[CH:17]=1)=[N:8][CH:9]=[N:10]2.[C:25](O)(=[O:27])[CH3:26]>>[Cl:23][C:18]1[CH:17]=[C:16]([NH:15][C:7]2[C:6]3[C:11](=[CH:12][CH:13]=[CH:14][C:5]=3[O:4][CH2:3][C@@H:2]([NH:1][C:25](=[O:27])[CH3:26])[CH3:24])[N:10]=[CH:9][N:8]=2)[CH:21]=[CH:20][C:19]=1[OH:22]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 69058749HCID 69058749, compound

Product 1

HCID 69059716HCID 69059716, compoundYield 100%

Procedure

The procedure described in Example 3 (preparation of starting materials) was repeated using acetic acid and 4-[(5-{[(2S)-2-aminopropyl]oxy}quinazolin-4-yl)amino]-2-chlorophenol (obtained as described in Example 59, preparation of starting materials) to give N-[(1S)-2-({4-[(3-chloro-4-hydroxyphenyl)amino]quinazolin-5-yl}oxy)-1-methylethyl]acetamide in >100% yield; Mass spectrum MH+ 387.0.

Workup

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

Sources & evidence

ORD record
ord-97d8a6bbf394401097884fe065332fea
Source dataset
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07625908B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes