3-Aminophenol → HCID 22060387, compound

HRID 1783042Notes

Reaction equation

HRID 1783042 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]2[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[C:15]3[C:10]2=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:5]([F:22])=[CH:4][N:3]=1.[NH2:23][C:24]1[CH:25]=[C:26]([OH:30])[CH:27]=[CH:28][CH:29]=1>>[CH:20]1[C:21]2[CH:9]([NH:8][C:6]3[C:5]([F:22])=[CH:4][N:3]=[C:2]([NH:23][C:24]4[CH:29]=[CH:28][CH:27]=[C:26]([OH:30])[CH:25]=4)[N:7]=3)[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:16]=2[CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 115683-AminophenolHCID 220606362-chloro-N-(fluoren-9-yl)-5-fluoro-4-pyrimidineamine

Product 1

HCID 22060387HCID 22060387, compound

Procedure

In like manner to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-4-pyrimidinediamine, 2-chloro-N-(fluoren-9-yl)-5-fluoro-4-pyrimidineamine and 3-aminophenol were reacted to produce N4-(fluoren-9-yl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CDCl3): δ 7.85 (d, 1H, J=2.9 Hz), 7.74 (d, 2H, J=7.6 Hz), 7.64 (d, 2H, J=7.6 Hz), 7.41-7.28 (m, 6H), 7.14-7.05 (m, 2H), 6.56 (d, 1H, J=8.8 Hz), 5.28 (d, 1H, J=8.8 Hz); LCMS: ret. time: 23.27 min.; purity: 89%; MS (m/e): 385 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-c5bb75491034475fa4ac7cc10250ea99
Source dataset
uspto-grants-2009_03
Patent number
US07498435B2

Reaction notes

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