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Cyanoacetic acid → N-(3-(4-(phenylthio)pyrimidin-2-ylamino)phenyl)-2-cyanoacetamide

HRID 81718
Notes
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Reaction equation

HRID 81718 reaction equation
[C:1]1([S:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([NH2:21])[CH:16]=3)[N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:22]([CH2:24][C:25](O)=[O:26])#[N:23]>>[C:1]1([S:7][C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]3[CH:16]=[C:17]([NH:21][C:25](=[O:26])[CH2:24][C:22]#[N:23])[CH:18]=[CH:19][CH:20]=3)[N:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 9740Cyanoacetic acidHCID 68746426N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine

Product 1

HCID 59491624N-(3-(4-(phenylthio)pyrimidin-2-ylamino)phenyl)-2-cyanoacetamideYield 47.1%

Procedure

In a procedure analogous to Example 15, reaction of N1-(4-(phenylthio)pyrimidin-2-yl)benzene-1,3-diamine (80 mg, 0.27 mmol) and cyanoacetic acid (46 mg, 0.54 mmol) furnished the product (46 mg, 47%).

Sources & evidence

ORD record
ord-ab886262780d4573b96b9dc208bd1ba5
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846704B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes