3-Aminophenol → HCID 11524309, compound

HRID 2263524Notes

Reaction equation

HRID 2263524 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]3[O:17][CH:16]([CH:18]4[CH2:20][CH2:19]4)[C:15](=[O:21])[NH:14][C:13]=3[CH:22]=2)[C:5]([F:23])=[CH:4][N:3]=1.[OH:24][C:25]1[CH:26]=[C:27]([CH:29]=[CH:30][CH:31]=1)[NH2:28]>>[CH2:19]1[CH2:20][CH:18]1[CH:16]1[C:15](=[O:21])[NH:14][C:13]2[CH:22]=[C:9]([NH:8][C:6]3[C:5]([F:23])=[CH:4][N:3]=[C:2]([NH:28][C:27]4[CH:29]=[CH:30][CH:31]=[C:25]([OH:24])[CH:26]=4)[N:7]=3)[CH:10]=[CH:11][C:12]=2[O:17]1

Participants

3

Reactant 2

HCID 115683-AminophenolHCID 86628378HCID 86628378, compound

Product 1

HCID 11524309HCID 11524309, compound

Procedure

In like manner to the preparation of N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-N2-[3-(N-methylamino)carbonylmethyleneoxyphenyl]-2,4-pyrimidinediamine, 2-chloro-N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-4-pyrimidineamine and 3-hydroxyaniline were reacted to yield the desired product N4-[2-(2-cyclopropyl)-3-oxo-4H-benz[1,4]oxazin-6-yl]-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 8.09 (d, 1H), 7.23 (m, 2H), 7.01 (m, 3H), 6.82 (d, 1H), 6.39 (m, 1H), 1.20 (m, 4H); LCMS: retention time 9.30 min; purity 96%; MS (m/e): 394 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0aa01641756a4102a08fe1693a196e24
Source dataset
uspto-grants-2010_12
Patent number
US07851480B2

Reaction notes

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