Diethyl Ether → HCID 178454418, compound

HRID 538048Notes

Reaction equation

HRID 538048 reaction equation
[NH2:1][CH:2]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:3][C:4]([NH:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]([N:16]2[CH2:21][CH2:20][N:19]([C:22](=[O:26])[CH:23]([CH3:25])[CH3:24])[CH2:18][CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=[O:5].[CH2:33]([O:35]CC)C>CC#N>[C:22]([N:19]1[CH2:20][CH2:21][N:16]([C:14]([C@H:11]2[CH2:12][CH2:13][C@H:8]([CH2:7][N:6]3[C:4](=[O:5])[CH2:3][CH:2]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[NH:1][C:33]3=[O:35])[CH2:9][CH2:10]2)=[O:15])[CH2:17][CH2:18]1)(=[O:26])[CH:23]([CH3:25])[CH3:24]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 178454420HCID 178454420, compound

Product 1

HCID 178454418HCID 178454418, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 3-amino-N-[trans-4-(4-isobutyryl-piperazine-1-carbonyl)-cyclohexylmethyl]-3-phenyl-propionamide (0.13 g, 0.29 mmol) and 1,1-carbonyldiimidazole (0.10 g, 0.58 mmol) in CH3CN was irradiated with microwave at 100° C. (250 watt) for 10 minutes. The solvent was removed under reduced pressure and the residue was washed with H2O and then with diethylether, affording 31 mg of the titled compound (22% yield).

Workup

  1. customThe solvent was removed under reduced pressure
  2. washthe residue was washed with H2O

Sources & evidence

ORD record
ord-9b228226ea074d3c8f01d5bf37cc2bcc
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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