1,4-Dioxane hydrochloride → 3-(Formyl-methyl-amino)-pyrrolidine-3-carboxylic acid methyl ester, Hydrochloride

HRID 1038097Notes

Reaction equation

HRID 1038097 reaction equation
[ClH:1].O1CCOCC1.[CH3:8][O:9][C:10]([C:12]1([N:24]([CH:26]=[O:27])[CH3:25])[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13]1)=[O:11]>C(Cl)Cl>[ClH:1].[CH3:8][O:9][C:10]([C:12]1([N:24]([CH:26]=[O:27])[CH3:25])[CH2:16][CH2:15][NH:14][CH2:13]1)=[O:11]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 576862341-(tert-butyl) 3-methyl 3-(N-methylformamido)pyrrolidine-1,3-dicarboxylate

Product 1

HCID 1317308893-(Formyl-methyl-amino)-pyrrolidine-3-carboxylic acid methyl ester, HydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Added 4M HCl/dioxane (2 ml) to a solution of 3-(Formyl-methyl-amino)-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (3T) (50 mg, 0.175 mmol) in MeCl2 (2 ml) at room temperature then stirred for 1 hour. The solvent was evaporated yielding 4T as a white solid (45 mg, 100%) ESMS (MH 187).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-374544aa041149cd8c70f2c53151b2ba
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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