1,2-Dichloroethane → HCID 79046843, compound

HRID 252935Notes

Reaction equation

HRID 252935 reaction equation
[C:1]([N:8]1[CH2:11][CH:10]([NH2:12])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Br[C:14]1[S:15][CH:16]=[CH:17][N:18]=1.ClCCCl>C(Cl)(Cl)Cl>[C:1]([N:8]1[CH2:11][CH:10]([NH:12][C:14]2[S:15][CH:16]=[CH:17][N:18]=2)[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 764302-BromothiazoleHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylate

Product 1

HCID 79046843HCID 79046843, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 5.0 g (29.1 mmol) of 1-Boc-3-aminoazetidine and 2.62 ml (29.1 mmol) of 2-bromothiazole was heated to 140° C. with stirring for 2 h. After cooling to RT, 800 mg (3.14 mmol, 11%) of 1-Boc-3-(thiazol-2-ylamino)azetidine were obtained from the mixture by CC (SiO2, 1 st DCE, 2nd chloroform).

Workup

  1. temperatureAfter cooling to RT

Sources & evidence

ORD record
ord-efe394f96f034407bbf350e352421713
Source dataset
uspto-grants-2011_01
Patent number
US07871999B2

Reaction notes

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