Methylamine → (R)-N-methyl(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methanamine

HRID 57619Notes

Reaction equation

HRID 57619 reaction equation
CS(O[CH2:6][C@H:7]1[CH2:11][CH2:10][N:9]([C:12]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][N:20]=3)[CH:15]=[C:14]([C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH2:33][CH2:32][O:31][CH2:30][CH2:29]4)=[CH:24][CH:23]=3)[N:13]=2)[CH2:8]1)(=O)=O.[CH3:34][NH2:35]>>[CH3:34][NH:35][CH2:6][C@H:7]1[CH2:11][CH2:10][N:9]([C:12]2[C:21]3[C:16](=[N:17][CH:18]=[CH:19][N:20]=3)[CH:15]=[C:14]([C:22]3[CH:23]=[CH:24][C:25]([N:28]4[CH2:33][CH2:32][O:31][CH2:30][CH2:29]4)=[CH:26][CH:27]=3)[N:13]=2)[CH2:8]1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 86717384(S)-(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methyl methanesulfonate

Product 1

HCID 71113375(R)-N-methyl(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methanamine

Procedure

The mixture of (S)-(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methyl methanesulfonate (100 mg, 0.21 mmol) and MeNH2 solution (33% in water, 5 mL) was refluxed overnight, concentrated, and purified by chromatography to give the title compound. MS (m/z): 405 (M+H)+

Workup

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated
  3. custompurified by chromatography

Sources & evidence

ORD record
ord-4e597878a1064439bdcd193bd3f964ee
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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