Methanol → HCID 178457205, compound

HRID 2057273Notes

Reaction equation

HRID 2057273 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]([N:9]([CH3:26])[C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]OS(C)(=O)=O)[CH2:12][CH2:11]2)=[O:8])=[CH:4][CH:3]=1.[CH2:29]([CH2:32][NH2:33])[CH:30]=C.[CH3:34]O>>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7](=[O:8])[N:9]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][N:33]([CH2:32][CH:29]=[CH2:30])[CH3:34])[CH2:12][CH2:11]2)[CH3:26])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 4437323-Buten-1-amineHCID 178485960HCID 178485960, compound

Product 1

HCID 178457205HCID 178457205, compound

Procedure

A solution of 160 mg (0.37 mmol) trans-Methanesulfonic acid 5-{4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexyl}-pentyl ester and of 0.21 ml N-allylmethylamine in 3 ml of methanol was stirred over night at 60° C. The solution was concentrated in vacuo, and the residue then purified by chromatography on silica gel with 1N NH3/methanol 1:10 to yield 110 mg pure trans-{4-[5-(Allyl-methyl-amino)-pentyl]-cyclohexyl}-methyl-carbamic acid 4-chloro-phenyl ester, MS: 407 (MH+, 1Cl).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customthe residue then purified by chromatography on silica gel with 1N NH3/methanol 1:10

Sources & evidence

ORD record
ord-3aa7af92772e4e92ae68fa2d9aacf7dc
Source dataset
uspto-grants-2008_02
Patent number
US07335687B2

Reaction notes

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