Chloroacetyl chloride → HCID 58574532, compound

HRID 1619324Notes

Reaction equation

HRID 1619324 reaction equation
[NH2:1][CH2:2][C:3]1([CH3:15])[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[Cl:16][CH2:17][C:18](Cl)=[O:19].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[Cl:16][CH2:17][C:18]([NH:1][CH2:2][C:3]1([CH3:15])[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])=[O:19]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 81531DiisopropylethylamineHCID 585747581312454-79-7

Product 1

HCID 58574532HCID 58574532, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 2-(aminomethyl)-2-methylpyrrolidine-1-carboxylate (1.2 g), excess 2-chloroacetyl chloride (2 mL) and diisopropyl ethyl amine (2 mL) in DCM was stirred at room temperature for about 2 h. The reaction was monitored by LC-MS. After the solution was concentrated in vacuo, 0.7 g of the desired product was obtained by column chromatography purification. MS (ESI): 291, 293 (MH+).

Workup

  1. concentrationAfter the solution was concentrated in vacuo

Sources & evidence

ORD record
ord-929117189025436fb56aadf44eb7a0cc
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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