Methylamine → HCID 58861268, compound

HRID 1663040Notes

Reaction equation

HRID 1663040 reaction equation
FC(F)(F)C1C=[C:5]([N:9]2CCC(CCNC(=O)OCC(N)=O)CC2)C=CC=1.[N:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][C:28]=1[N:37]1[CH2:42][CH2:41][CH:40]([CH2:43][CH2:44][N:45]2[C:49](=[O:50])[CH2:48][O:47][C:46]2=[O:51])[CH2:39][CH2:38]1.CN>O1CCCC1>[N:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=[CH:29][C:28]=1[N:37]1[CH2:42][CH2:41][CH:40]([CH2:43][CH2:44][NH:45][C:46](=[O:51])[O:47][CH2:48][C:49]([NH:9][CH3:5])=[O:50])[CH2:39][CH2:38]1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 21096916HCID 21096916, compoundHCID 66630125HCID 66630125, compound

Product 1

HCID 58861268HCID 58861268, 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 1.5 g (4.42 mmol) of 3{2-[1-(2-quinolyl)-4-piperidyl]ethyl-1,3-oxazolidine-2,4-dione, obtained in step 8.2, and 11 ml (22.10 mmol) of a solution (2M) of methylamine in tetrahydrofuran, and after chromatography on silica gel, eluting with a 98/2/0.2 and then 95/5/0.5 mixture of dichloromethane, methanol and 28% aqueous ammonia, followed by crystallization from ethyl acetate, 0.405 g of pure product is obtained in the form of a white solid.

Sources & evidence

ORD record
ord-db19446f13594448b63791be023707a0
Source dataset
uspto-grants-2011_10
Patent number
US08034818B2

Reaction notes

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