tert-Butyl (2S)-2-(2-methylpropyl)piperazine-1-carboxylate → (S)-tert-Butyl 4-(6-(3-amino-2-oxo-1,2-dihydroquinoxalin-5-yloxy)-2-((S)-1-methoxypropan-2-ylamino)pyrimidin-4-yl)-2-isobutylpiperazine-1-carboxylate

HRID 2056716Notes

Reaction equation

HRID 2056716 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[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[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[N:14]=[C:15]([NH:20][C@@H:21]([CH3:25])[CH2:22][O:23][CH3:24])[N:16]=[C:17]([N:35]3[CH2:34][CH2:33][N:32]([C:37]([O:39][C:40]([CH3:41])([CH3:42])[CH3:43])=[O:38])[C@@H:31]([CH2:27][CH:28]([CH3:30])[CH3:29])[CH2:36]3)[CH:18]=1)[CH:8]=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 17750437tert-Butyl (2S)-2-(2-methylpropyl)piperazine-1-carboxylateHCID 58612053(S)-3-amino-5-(6-chloro-2-(1-methoxypropan-2-ylamino)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

Product 1

HCID 58612011(S)-tert-Butyl 4-(6-(3-amino-2-oxo-1,2-dihydroquinoxalin-5-yloxy)-2-((S)-1-methoxypropan-2-ylamino)pyrimidin-4-yl)-2-isobutylpiperazine-1-carboxylate

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)-tert-butyl 2-isobutylpiperazine-1-carboxylate (48 mg, 0.2 mmol, CNH-Tech) under the conditions of Example 34 provided the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 583 (M+1).

Sources & evidence

ORD record
ord-be4e70192b9241909c41a386d8ac5dd5
Source dataset
uspto-grants-2008_02
Patent number
US07335672B2

Reaction notes

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