4-Methylmorpholine → HCID 12016811, compound

HRID 431075Notes

Reaction equation

HRID 431075 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[CH:18][C:19]([N:21]([CH2:26][C:27]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[CH:30]=[CH:29][CH:28]=4)[C:22](=[O:25])[CH2:23]Cl)=[CH:20][C:13]=3[N:12]=2)=[CH:5][CH:4]=1)#[N:2].C[N:38]1[CH2:43][CH2:42]O[CH2:40][CH2:39]1>CN(C)C=O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]2[N:15]([CH3:16])[C:14]3[CH:17]=[CH:18][C:19]([N:21]([CH2:26][C:27]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[CH:30]=[CH:29][CH:28]=4)[C:22](=[O:25])[CH2:23][N:12]4[CH2:13][CH2:42][CH:43]([NH:38][C:39]5[CH:40]=[CH:5][CH:4]=[CH:3][CH:1]=5)[CH2:10][CH2:11]4)=[CH:20][C:13]=3[N:12]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 79724-MethylmorpholineHCID 12016812HCID 12016812, compound

Product 1

HCID 12016811HCID 12016811, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2.1 g (4.3 mmol) of N-{2-[2-(4-cyanophenyl)-ethyl]-1-methyl-benzimidazol-5-yl}-N-(naphth-1-ylmethyl)-2-chloroacetamide, 1.5 g (6.0 mmol) of 4-phenylamino-1-piperidine and 2.2 mL of N-methylmorpholine in 15 mL of dimethylformamide was stirred for 8 hours at 70-80° C. The mixture was then poured onto ice, extracted with ethyl acetate and washed with water, dried and distilled off. The product was chromatographed on silica gel.

Workup

  1. additionThe mixture was then poured onto ice
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. distillationdistilled off
  6. customThe product was chromatographed on silica gel

Sources & evidence

ORD record
ord-88ecb859aa0c48a588ee0eb29fad054c
Source dataset
uspto-grants-2003_12
Patent number
US06656956B2

Reaction notes

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