3-Aminophenol → 4-amino-5-bromo-N2-(3-hydroxyphenyl)-2-pyrimidineamine

HRID 528301

Reaction equation

[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][N:5]=[C:4](Cl)[N:3]=1.[NH2:10][C:11]1[CH:12]=[C:13]([OH:17])[CH:14]=[CH:15][CH:16]=1>>[NH2:1][C:2]1[C:7]([Br:8])=[CH:6][N:5]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=2)[N:3]=1

Participants

Reactant 2

HCID 115683-Aminophenol

HCID 27632934-Amino-5-bromo-2-chloropyrimidine

Product 1

HCID 220604764-amino-5-bromo-N2-(3-hydroxyphenyl)-2-pyrimidineamine

Procedure

In like manner to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-4-pyrimidinediamine, 4-amino-5-bromo-2-chloropyrimidine and 3-aminophenol were reacted to give 4-amino-5-bromo-N2-(3-hydroxyphenyl)-2-pyrimidineamine. 1H NMR (DMSO-d6): δ 10.33 (br s, 1H), 8.27 (s, 1H), 7.14-6.06 (m, 2H), 7.01 (d, 1H, J=1.7 Hz), 6.54 (td, 1H, J=1.7 Hz and 7.0 Hz).

Workup

customwere reacted

Sources & evidence

ORD record: ord-334e7307631644de817e322cdcd5f040
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346765B2

Linked notes

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