HCID 10380701, compound → HCID 66936661, compound

HRID 885498Notes

Reaction equation

HRID 885498 reaction equation
[CH3:1][C:2]1([O:8][C:9](=[O:23])[NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[O:24]1[CH2:28][CH2:27][O:26][CH:25]1[C:29]1[CH:34]=[CH:33][C:32]([NH:35][C:36](=[O:39])[CH:37]=[CH2:38])=[CH:31][CH:30]=1>CO.ClCCl.C(OCC)(=O)C>[O:24]1[CH2:28][CH2:27][O:26][CH:25]1[C:29]1[CH:30]=[CH:31][C:32]([NH:35][C:36]([CH2:37][CH2:38][N:5]2[CH2:6][CH2:7][C:2]([O:8][C:9](=[O:23])[NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([CH3:1])[CH2:3][CH2:4]2)=[O:39])=[CH:33][CH:34]=1

Participants

5

Reactant 2

HCID 10380701HCID 10380701, compoundHCID 21880622HCID 21880622, compound

Product 1

HCID 66936661HCID 66936661, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21226129Dichloromethane methanolSolvent

Procedure

A mixture of biphenyl-2-ylcarbamic acid 4-methylpiperidin-4-yl ester (2.73 g, 8.79 mmol) and N-(4-[1,3]dioxolan-2-yl-phenyl)acrylamide (2.05 g, 8.80 mmol) were heated in 100 mL of 1:1 methanol/dichloromethane at 50° C. under nitrogen for 1 h. The solution was then diluted with ethyl acetate and the organic layer was washed with water, brine, dried (MgSO4) and concentrated under reduced pressure to give the title compound. MS m/z calcd for C31H35N3O5 (M+H)+530.6. found 530.4.

Workup

  1. washthe organic layer was washed with water, brine
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1238c95bf3ee42c0a153c7536146cd65
Source dataset
uspto-grants-2012_08
Patent number
US08242135B2

Reaction notes

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