Phenylethanolamine → 2-chloro-5-fluoro-N4-(2-hydroxy-2-phenylethyl)-4-pyrimidineamine

HRID 405279Notes

Reaction equation

HRID 405279 reaction equation
ClC1N=C(NC2C=CC3OCCOC=3C=2)C(F)=CN=1.[Cl:20][C:21]1[N:26]=[C:25](Cl)[C:24]([F:28])=[CH:23][N:22]=1.[NH2:29][CH2:30][CH:31]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[OH:32]>>[Cl:20][C:21]1[N:26]=[C:25]([NH:29][CH2:30][CH:31]([OH:32])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:24]([F:28])=[CH:23][N:22]=1

Participants

4

Reactant 3

HCID 1000PhenylethanolamineHCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 220603622-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamine

Product 1

HCID 220608272-chloro-5-fluoro-N4-(2-hydroxy-2-phenylethyl)-4-pyrimidineamine

Procedure

In a manner similar to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and 2-amino-1-phenylethanol were reacted to yield 2-chloro-5-fluoro-N4-(2-hydroxy-2-phenylethyl)-4-pyrimidineamine.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-b618f98198184fa7834a5d3456281f00
Source dataset
uspto-grants-2014_06
Patent number
US08748597B2

Reaction notes

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