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2-Amino-4,6-dichloropyrimidine → 6-Chloro-N4-[3,5-difluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]pyrimidine-2,4-diamine

HRID 16454
Notes
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Reaction equation

HRID 16454 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH2:19])[CH:5]=[C:6]([F:18])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[NH:15][CH:16]=[CH:17][C:10]=12.[Cl:20][C:21]1[CH:26]=[C:25](Cl)[N:24]=[C:23]([NH2:28])[N:22]=1>>[Cl:20][C:21]1[N:22]=[C:23]([NH2:28])[N:24]=[C:25]([NH:19][C:4]2[CH:3]=[C:2]([F:1])[C:7]([O:8][C:9]3[CH:14]=[CH:13][N:12]=[C:11]4[NH:15][CH:16]=[CH:17][C:10]=34)=[C:6]([F:18])[CH:5]=2)[CH:26]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 655222-Amino-4,6-dichloropyrimidineHCID 179792873,5-difluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline

Product 1

HCID 587333666-Chloro-N4-[3,5-difluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]pyrimidine-2,4-diamine

Procedure

Analogously to example 8, the title compound is synthesized from 384 mg (1.47 mmol) of [3,5-difluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amine (from example XXXIV) and 241 mg (1.47 mmol) of 4,6-dichloro-2-pyrimidineamine.

Sources & evidence

ORD record
ord-f4272c53ab6d4617af711badfb970f40
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07737153B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes