Potassium Carbonate → HCID 59215873, compound

HRID 2245454Notes

Reaction equation

HRID 2245454 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C@H:2]1[CH2:6][NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+].Br[CH:25]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:26]([O:28][CH2:29][CH3:30])=[O:27]>C(#N)C>[C:11]1([CH2:10][O:9][C:8]([NH:7][CH2:6][C@@H:2]2[CH2:3][CH2:4][CH2:5][N:1]2[CH:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:31]([O:33][CH2:34][CH3:35])=[O:32])=[O:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 69637Diethyl bromomalonateHCID 25418057HCID 25418057, compound

Product 1

HCID 59215873HCID 59215873, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

To a mixture of phenylmethyl [(2S)-2-pyrrolidinylmethyl]carbamate (D114, 1.36 g, 5.81 mmol) and K2CO3 (1.6 g, 11.62 mmol) in acetonitrile (20 ml), cooled to 0° C., was added dropwise diethyl bromomalonate (1.37 ml, 6.97 mmol) in a 2-3 mins time. Then the reaction mixture was allowed to warm-up to room temperature and it was stirred for 4 hrs.

Workup

  1. temperatureto warm-up to room temperature

Sources & evidence

ORD record
ord-487cc40f3c7e425fa48ed26ec441c14f
Source dataset
uspto-grants-2010_03
Patent number
US07683056B2

Reaction notes

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