Triethylamine → HCID 178513293, compound

HRID 1883485Notes

Reaction equation

HRID 1883485 reaction equation
C([O:5][C:6](=[O:34])[CH2:7][N:8]([C:16](=[O:33])[CH:17]([CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1)[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=1)[CH2:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)(C)(C)C.Cl.[NH2:36][OH:37].C(N(CC)CC)C>C(O)(C)C>[CH:27]1([CH:17]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25](=[NH:26])[NH:36][OH:37])=[CH:23][CH:24]=2)[C:16]([N:8]([CH2:7][C:6]([OH:34])=[O:5])[CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:33])[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 77709006HCID 77709006, compound

Product 1

HCID 178513293HCID 178513293, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

{[3-(4-Cyano-phenyl)-2-(R,S)-cyclohexyl-propionyl]-cyclohexylmethyl-amino}-acetic acid tert-butyl ester (2.0 g, 4.29 mmol), hydroxylamine hydrochloride (0.89 g, 12.87 mmol) and triethylamine (1.3 g, 12.87 mmol) were stirred in isopropanol (80 ml) at room temperature for 24 hours. After evaporation, the residue was treated with potassium hydrogen sulfate solution and extracted with dichloromethane. The organic layer was dried and evaporated. Yield: 1.52 g (80%), MS m/z: 444.3 (M+H)+.

Workup

  1. customAfter evaporation
  2. additionthe residue was treated with potassium hydrogen sulfate solution
  3. extractionextracted with dichloromethane
  4. customThe organic layer was dried
  5. customevaporated

Sources & evidence

ORD record
ord-2e33d88ab43d4c96b9883a643a121a8a
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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