Ammonia → HCID 178453044, compound

HRID 1896309Notes

Reaction equation

HRID 1896309 reaction equation
[C:1]([O:5][C:6](=[O:25])[N:7]([C@H:15]1[CH2:20][CH2:19][C@@H:18]([C:21](OC)=[O:22])[CH2:17][CH2:16]1)[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[NH3:26]>>[CH2:8]([N:7]([C@H:15]1[CH2:20][CH2:19][C@@H:18]([C:21](=[O:22])[NH2:26])[CH2:17][CH2:16]1)[C:6](=[O:25])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 178501213HCID 178501213, compound

Product 1

HCID 178453044HCID 178453044, compound

Conditions

Temperature
100 °C

Procedure

tert-Butyl-cis-4-(methoxycarbonyl)cyclohexylbenzylcarbamate (0.25 g, 0.72 mmol) was dissolved in methanolic ammonia (15 ml) in a pressure bomb and heated at 100° C. for three days. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford 200 mg of tert-butyl benzyl-cis-4-carbamoylcyclohexylcarbamate as crude compound. The crude compound (LC-MS shows 30% amide) was directly taken for next step.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fee7fab823c94046aa6899e86faab2ce
Source dataset
uspto-grants-2013_08
Patent number
US08518948B2

Reaction notes

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