Methylamine → HCID 22117242, compound

HRID 1275923Notes

Reaction equation

HRID 1275923 reaction equation
[CH3:1][C:2]1[CH:34]=[CH:33][C:5]2[CH:6]([C:16]3[C:17](=[S:32])[NH:18][C:19](=[O:31])[N:20]([CH2:22][C:23]4[O:24][CH:25]=[C:26]([C:28](O)=[O:29])[N:27]=4)[CH:21]=3)[C:7]3[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:8]=3[CH:9]=[CH:10][C:4]=2[CH:3]=1.[CH3:35][NH2:36]>CN(C)C=O.O1CCCC1>[CH3:1][C:2]1[CH:34]=[CH:33][C:5]2[CH:6]([C:16]3[C:17](=[S:32])[NH:18][C:19](=[O:31])[N:20]([CH2:22][C:23]4[O:24][CH:25]=[C:26]([C:28]([NH:36][CH3:35])=[O:29])[N:27]=4)[CH:21]=3)[C:7]3[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:8]=3[CH:9]=[CH:10][C:4]=2[CH:3]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 22117262HCID 22117262, compound

Product 1

HCID 22117242HCID 22117242, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

N,N'-Carbonyldiimidazole (0.073 g) and the product of example 37(0.2 g) in N,N-dimethylformamide (3 ml) was stirred at room temperature. After 0.5 h Methylamine (0.6 ml of a 2M solution in tetrahydrofuran) was added. After a further 0.5 h the solution was partitioned between water and ethyl acetate. The organic solution was washed with water and brine, dried (MgSO4) and evaporated under reduced pressure. Purification was by chromatography eluting with 20% ethyl acetate in iso-hexane. Yield 0. lg.

Workup

  1. customAfter a further 0.5 h the solution was partitioned between water and ethyl acetate
  2. washThe organic solution was washed with water and brine
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure
  5. customPurification
  6. washeluting with 20% ethyl acetate in iso-hexane
  7. customYield 0

Sources & evidence

ORD record
ord-575982d61e6048ee8d1393d3c479adf2
Source dataset
uspto-grants-2000_12
Patent number
US06162808

Reaction notes

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