2-Aminomethyl-1-ethylpyrrolidine → HCID 20293650, compound

HRID 127405

Reaction equation

HRID 127405 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH2:9])[CH3:2].[CH2:10]([S:12]([C:15]1[CH:16]=[C:17]([C:25](Cl)=[O:26])[C:18]2[O:23][CH2:22][CH2:21][O:20][C:19]=2[CH:24]=1)(=[O:14])=[O:13])[CH3:11]>>[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH:9][C:25]([C:17]1[C:18]2[O:23][CH2:22][CH2:21][O:20][C:19]=2[CH:24]=[C:15]([S:12]([CH2:10][CH3:11])(=[O:14])=[O:13])[CH:16]=1)=[O:26])[CH3:2]

Participants

3

Reactant 2

HCID 1172952-Aminomethyl-1-ethylpyrrolidineHCID 205447287-Ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride

Product 1

HCID 20293650HCID 20293650, compoundYield 60.2%

Procedure

In a similar manner 58 g of 1-ethyl-2-aminomethylpyrrolidine was reacted with 131 g of 7-ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride to give, after treatment and purification, 103.5 g of N-(1-ethyl-2-pyrrolidylmethyl)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide (M.P.: 118°-119° C.; yield: 60.2%). 100 g of the base produced was dissolved in 220 ml of acetone and then the solution was filtered on carbon black and a solution of 9.5 g of hydrochloric acid in acetone was added. The resulting hydrochloride crystals were dried off, washed with acetone and then dried. 96 g of N-(1-ethyl-2-pyrrolidylmethyl)-7-ethylsulfonyl-1,4-benzodioxane-5-carboxamide hydrochloride was produced (M.P.: 148°-150° C.; yield: 88.2%).

Workup

  1. customto give

Sources & evidence

ORD record
ord-31f0efa30a9c47e9988e54d51b278f9e
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Linked notes

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