Methylamine → N-[6-Chloro-2-[(3S)-3-(methylamino)-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

HRID 2217832Notes

Reaction equation

HRID 2217832 reaction equation
[Cl:1][C:2]1[C:3]([NH:22][C:23](=[O:31])[CH2:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]1[CH2:16][CH2:15][C@@H:14](OS(C)(=O)=O)[CH2:13]1)[CH:6]=[CH:5]2.[CH3:32][NH2:33]>C(O)C>[Cl:1][C:2]1[C:3]([NH:22][C:23](=[O:31])[CH2:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]1[CH2:16][CH2:15][C@H:14]([NH:33][CH3:32])[CH2:13]1)[CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 6329MethylamineHCID 86609740N-[6-Chloro-2-[(3R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

Product 1

HCID 59768623N-[6-Chloro-2-[(3S)-3-(methylamino)-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Prepared according to the method of example 33(b), using N-[6-Chloro-2-[(3R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide (Example 35(a)) (0.2 g) and 8M methylamine in ethanol (3 mL) to afford the title compound (0.063 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-76b75b60aa3e4a108338ae1b9f281355
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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