2-chloro-5-fluoro-N-(3-hydroxyphenyl)-4-pyrimidineamine → HCID 178516085, compound

HRID 1960904Notes

Reaction equation

HRID 1960904 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=2)[C:5]([F:16])=[CH:4][N:3]=1.[NH:17]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=2)[NH2:25])=[N:18]1>>[F:16][C:5]1[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=2)=[N:7][C:2]([NH:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:22]([C:19]3[CH:20]=[CH:21][NH:17][N:18]=3)[CH:23]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 220604512-chloro-5-fluoro-N-(3-hydroxyphenyl)-4-pyrimidineamineHCID 178507526HCID 178507526, compound

Product 1

HCID 178516085HCID 178516085, compound

Procedure

In like manner to the preparation of N4-(3-chloro-4-trifluoromethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidineamine, the reaction of 2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine with 3-(1H-pyrazol-3-yl)aniline gave 5-fluoro-N4-(3-hydroxyphenyl)-N2-[3-(1H-pyrazol-3-yl)phenyl]-2,4-pyrimidinediamine. LCMS: purity: 84%; MS 363 (MH+)

Workup

  1. customIn like manner to the preparation of N4-(3-chloro-4-trifluoromethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidineamine

Sources & evidence

ORD record
ord-97daa361e6eb457dbde0a40b1d98e05a
Source dataset
uspto-grants-2013_04
Patent number
US08410266B2

Reaction notes

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