Methylamine → HCID 58861245, compound

HRID 1663055Notes

Reaction equation

HRID 1663055 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][N:20]3[C:24](=[O:25])[CH2:23][O:22][C:21]3=[O:26])[CH2:14][CH2:13]1)=[N:7]2.[CH3:27][NH2:28]>O1CCCC1>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][NH:20][C:21](=[O:26])[O:22][CH2:23][C:24]([NH:28][CH3:27])=[O:25])[CH2:14][CH2:13]1)=[N:7]2

Participants

4

Reactant 2

HCID 6329MethylamineHCID 21096963HCID 21096963, compound

Product 1

HCID 58861245HCID 58861245, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The process is performed according to the procedure described in Example 1 (step 1.5). Starting with 6.40 g (17.12 mmol) of 3-{2-[1-(5-chloro-2-quinolyl)-4-piperidyl]ethyl}-1,3-oxazolidine-2,4-dione, obtained in step 15.3, and 60 ml (119.84 mmol) of a solution (2M) of methylamine in tetrahydrofuran, and after chromatography on silica gel, eluting with a 98/2 and then 96/4 mixture of dichloromethane and methanol, followed by crystallization from diisopropyl ether, 5.14 g of product are obtained in the form of a white solid.

Sources & evidence

ORD record
ord-f21a2d9595064f3dbd87bb00ac6b191e
Source dataset
uspto-grants-2011_10
Patent number
US08034818B2

Reaction notes

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