(S)-2-isobutyl-1-(2,2,2-trifluoroethyl)piperazine → 3-Amino-5-(6-((S)-3-isobutyl-4-(2,2,2-trifluoroethyl)piperazin-1-yl)-2-((S)-1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

HRID 2056715Notes

Reaction equation

HRID 2056715 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.[CH2:27]([C@H:31]1[CH2:36][NH:35][CH2:34][CH2:33][N:32]1[CH2:37][C:38]([F:41])([F:40])[F:39])[CH:28]([CH3:30])[CH3:29]>>[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:35]3[CH2:34][CH2:33][N:32]([CH2:37][C:38]([F:40])([F:41])[F:39])[C@@H:31]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:36]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 58612005(S)-2-isobutyl-1-(2,2,2-trifluoroethyl)piperazineHCID 58612053(S)-3-amino-5-(6-chloro-2-(1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

Product 1

HCID 116354693-Amino-5-(6-((S)-3-isobutyl-4-(2,2,2-trifluoroethyl)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 (74 mg, 0.2 mmol, Example 122(b)) with (S)-2-isobutyl-1-(2,2,2-trifluoroethyl)piperazine (89 mg, 0.4 mmol) under the conditions of Example 34 provided the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 565 (M+1).

Sources & evidence

ORD record
ord-3dc15a5fa0ac417f9abb1778dac6ffff
Source dataset
uspto-grants-2008_02
Patent number
US07335672B2

Reaction notes

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