Water → N-[[1-[[[4-(4-Morpholinylmethyl)phenyl]carbonyl]amino]cyclohexyl]carbonyl]-L-methioninol

HRID 73872Notes

Reaction equation

HRID 73872 reaction equation
[NH2:1][C@H:2]([CH2:7][OH:8])[CH2:3][CH2:4][S:5][CH3:6].[N:9]1([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[O:26][C:25](=[O:27])[C:24]4([CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)[N:23]=3)=[CH:18][CH:17]=2)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1.O>CN(C)C=O>[N:9]1([CH2:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]([NH:23][C:24]3([C:25]([NH:1][C@H:2]([CH2:7][OH:8])[CH2:3][CH2:4][S:5][CH3:6])=[O:27])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]3)=[O:26])=[CH:20][CH:21]=2)[CH2:14][CH2:13][O:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 2724404L-MethioninolHCID 576728122-[4-(4-Morpholinylmethyl)phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

Product 1

HCID 57672928N-[[1-[[[4-(4-Morpholinylmethyl)phenyl]carbonyl]amino]cyclohexyl]carbonyl]-L-methioninolYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

43 mg (0.32 mmol) of L-methioninol was added to a solution of 100 mg (0.29 mmol) of 2-[4-(4-morpholinylmethyl)phenyl]-3-oxa-1-azaspiro[4.5]dec-1-en-4-one in 3 ml of N,N-dimethylformamide, and the mixture was stirred overnight. Water was slowly added thereto and the precipitated crystal was collected by filtration. The obtained crystal was dried under reduced pressure to obtain 65 mg (49%) of the title compound.

Workup

  1. filtrationthe precipitated crystal was collected by filtration
  2. customThe obtained crystal was dried under reduced pressure

Sources & evidence

ORD record
ord-b1b9b74937224b27aeea8e1b91e2e48a
Source dataset
uspto-grants-2014_09
Patent number
US08829209B2

Reaction notes

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