Triethylamine → N-[cis-4-(Boc-amino)cyclohexyl]methanesulfonamide

HRID 1435228Notes

Reaction equation

HRID 1435228 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>C(Cl)Cl>[C:1]([O:5][C:6](=[O:15])[NH:7][CH:8]1[CH2:9][CH2:10][CH:11]([NH:14][S:24]([CH3:23])(=[O:26])=[O:25])[CH2:12][CH2:13]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2756050Cis tert-Butyl 4-aminocyclohexylcarbamate

Product 1

HCID 18348373N-[cis-4-(Boc-amino)cyclohexyl]methanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (4-amino-cyclohexyl)-carbamic acid tert-butyl ester (Altech, 1.24 g, 5.79 mmol) in methylene chloride (50 mL) at 0° C., triethylamine (202 mg, 6.95 mmol) and methansulfonylchloride (Aldrich, 796 mg, 6.95 mmol) were added successively and the mixture was stirred for 40 minutes. The solvent was removed and the residue was washed with water to give a white solid, which was directly used for the next step.

Workup

  1. customThe solvent was removed
  2. washthe residue was washed with water
  3. customto give a white solid, which

Sources & evidence

ORD record
ord-be970c0931b5487a91ea3f64d8b562b8
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

Loading…