(R)-1-(1-(4-Fluorophenyl)ethyl)piperazine → 3-Amino-5-(6-(4-((R)-1-(4-fluorophenyl)ethyl)piperazin-1-yl)-2-((S)-1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

HRID 2056709Notes

Reaction equation

HRID 2056709 reaction equation
[NH2:1][C:2]1[C:3](=[O:26])[NH:4][C:5]2[C:10]([N:11]=1)=[C:9]([O:12][C:13]1[CH:18]=[C:17](Cl)[N:16]=[C:15]([NH:20][C@@H:21]([CH3:25])[CH2:22][O:23][CH3:24])[N:14]=1)[CH:8]=[CH:7][CH:6]=2.[F:27][C:28]1[CH:33]=[CH:32][C:31]([C@H:34]([N:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH3:35])=[CH:30][CH:29]=1>>[NH2:1][C:2]1[C:3](=[O:26])[NH:4][C:5]2[C:10]([N:11]=1)=[C:9]([O:12][C:13]1[CH:18]=[C:17]([N:39]3[CH2:38][CH2:37][N:36]([C@@H:34]([C:31]4[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=4)[CH3:35])[CH2:41][CH2:40]3)[N:16]=[C:15]([NH:20][C@@H:21]([CH3:25])[CH2:22][O:23][CH3:24])[N:14]=1)[CH:8]=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 16748801(R)-1-(1-(4-Fluorophenyl)ethyl)piperazineHCID 58612053(S)-3-amino-5-(6-chloro-2-(1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

Product 1

HCID 115847813-Amino-5-(6-(4-((R)-1-(4-fluorophenyl)ethyl)piperazin-1-yl)-2-((S)-1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

Procedure

The reaction of (S)-3-amino-5-(6-chloro-2-(1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one (75 mg, 0.2 mmol, Example 122(b)) with (R)-1-(1-(4-fluorophenyl)ethyl)piperazine (42 mg, 0.2 mmol, prepared as described in US 2005/0176726A1) under the condition of Example 104(c) provided the title compound. MS (ESI, pos. ion) m/z: 549 (M+1).

Sources & evidence

ORD record
ord-2f47dc5bb292428fbd7e4ca9d6f29a16
Source dataset
uspto-grants-2008_02
Patent number
US07335672B2

Reaction notes

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