Acetonitrile → Benzyl-cyclopropyl-carbamoyl chloride

HRID 1158424Notes

Reaction equation

HRID 1158424 reaction equation
[CH:1]1([CH2:7][N:8]([CH3:12])[C:9]([Cl:11])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(Cl)Cl.CO.[CH3:18][C:19]#N.O.CC#N>O>[CH2:7]([N:8]([CH:12]1[CH2:19][CH2:18]1)[C:9]([Cl:11])=[O:10])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 18373917Acetonitrile--water (1/1)HCID 21226129Dichloromethane methanolHCID 59512492N-(cyclohexylmethyl)-N-methylcarbamoyl chloride

Product 1

HCID 10608488Benzyl-cyclopropyl-carbamoyl chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared analogously as described for cyclohexylmethyl-methylcarbamoyl chloride. TLC, Rf (CH2Cl2/MeOH 95:5)=0.9. MS (LC-MS): [M+H]+=210.2. tR (HPLC, Waters Symmetry C18 column, 20-100% CH3CN/H2O/5 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 4.67 min.

Workup

  1. custom4.67 min.

Sources & evidence

ORD record
ord-80a10db795fc43d9b64e324dac4c483e
Source dataset
uspto-grants-2010_10
Patent number
US07807709B2

Reaction notes

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