Tert-butyl 3-(4-methylthiazol-2-yl)pyrrolidine-1-carboxylate → 4-Methyl-2-(pyrrolidin-3-yl)-1,3-thiazole

HRID 1752303Notes

Reaction equation

HRID 1752303 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH:7]2[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]2)[S:5][CH:6]=1>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH3:1][C:2]1[N:3]=[C:4]([CH:7]2[CH2:11][CH2:10][NH:9][CH2:8]2)[S:5][CH:6]=1

Participants

3

Reactant 1

HCID 23532020Tert-butyl 3-(4-methylthiazol-2-yl)pyrrolidine-1-carboxylate

Product 1

HCID 121500044-Methyl-2-(pyrrolidin-3-yl)-1,3-thiazoleYield 98%

Reagents, catalysts & solvents 1

HCID 21863450Trifluoroacetic acid methylene chlorideSolvent

Procedure

To a solution of tert-butyl 3-(4-methylthiazol-2-yl)pyrrolidine-1-carboxylate (90 mg, 0.34 mmol) in TFA/CH2Cl2 (20%, 2 mL) was stirred at rt for 1 h and concentrated to give 4-methyl-2-(pyrrolidin-3-yl)thiazole (55 mg, 98%) as a yellow oil.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-69cb5bceaa324528bb9a306dc7a86425
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

Loading…