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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094256Generated: October 26, 2026

Diisopropylethylamine → (R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1094256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Methylimidazo[2,1-B][1,3]thiazole-5-carboxylic acidHCID 329979—
Reactanttert-butyl (3R)-3-aminopiperidine-1-carboxylateHCID 1501974—
ReactantPyBOPHCID 2724699—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventEthylacetate heptaneHCID 21899848—
Product(R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl esterHCID 66639536101%

Reaction Steps

A mixture of (R)-3-amino-1-N-Boc-piperidine (800 mg), 6-methyl-imidazo[2,1-b]thiazole-5-carboxylic acid (801.5 mg), PyBOP (2.08 g), DIEA (1.57 mL) in dry DMF (10 mL) was stirred at RT under nitrogen for 20 h. The reaction mixture was diluted with EA, washed with water. The aqueous phase was extracted twice with EA, the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated to yield a crude light brown oil. FC (EA/n-heptane: 1/1 to EA) gave 1.47 g (100%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133901B2
Source datasetuspto-grants-2012_03
ORD IDord-b882a0954af241758a0608287c0273ca
Source noteuspto-grants-2012_03