4-Methylmorpholine → HCID 18721710, compound

HRID 841891Notes

Reaction equation

HRID 841891 reaction equation
Cl.[NH2:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[S:9][CH2:10][CH2:11][C:12]([OH:14])=O.C(N=C=NCCCN(C)C)C.ON1C2N=CC=CC=2N=N1.CN1CCOCC1>O>[O:14]=[C:12]1[CH2:11][CH2:10][S:9][C@@H:4]2[CH2:5][CH2:6][CH2:7][CH2:8][C@H:3]2[NH:2]1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 18721708HCID 18721708, compound

Product 1

HCID 18721710HCID 18721710, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To (±)-trans-2-amino-1-[2-(carboxy)ethylthio]-cyclohexane hydrochloride (0.240 g, 1 mmol) dissolved in 2 mL of dimethylformaamide at 0° C. was successively added 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (0.356 g, 1.2 mmol), 1-hydroxy-7-azabenzotriazole (0.164 g, 1.2 mmol) and then finally N-methylmorpholine (0.252 g, 2.5 mmol). After stirring for an additional 5 mins., the reaction mixture was warmed to room temperature and stirred overnight at the same temperature. The following day the reaction mixture was diluted with water and extracted with methylene chloride.

Workup

  1. stirringstirred overnight at the same temperature
  2. extractionextracted with methylene chloride

Sources & evidence

ORD record
ord-851ac43452d24ca59cfd5da2f1addc86
Source dataset
uspto-grants-2002_04
Patent number
US06372733B1

Reaction notes

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