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

HRID 1851851Notes

Reaction equation

HRID 1851851 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 give 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-cad2e3a2e00e4097aea8c8bff7d77df0
Source dataset
uspto-grants-2015_02
Patent number
US08957205B2

Reaction notes

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