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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028074Generated: October 30, 2026

Diisopropylethylamine → HCID 46182991, compound

https://huagongshe.com/reaction/1028074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl ((3S,5R)-5-methylpiperidin-3-yl)carbamateHCID 57433105—
ReactantHCID 86656458HCID 86656458—
SolventIsopropanolHCID 3776—
ProductHCID 46182991HCID 4618299151%

Reaction Steps

A solution of tert-butyl (3S,5R)-5-methylpiperidin-3-ylcarbamate (1.5 equiv.) and 6-(6-(thiazol-2-yl)pyridin-2-yl)quinolin-4-yl trifluoromethanesulfonate (1.0 equiv.) and DIEA (2.0 equiv.) in i-PrOH was heated in a microwave at 150° C. (5×20 min). Upon cooling the material was purified directly by RP-HPLC. Upon lyophilization, the Boc group was deprotected by treatment with 25% TFA/CH2Cl2, concentrated, purified by RP-HPLC and lyophilized to yield (3S,5R)-5-methyl-1-(6-(6-(thiazol-2-yl)pyridin-2-yl)quinolin-4-yl)piperidin-3-amine (51%). LC/MS=402.0 (M+H), LC=2.16 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735424B2
Source datasetuspto-grants-2014_05
ORD IDord-daffed18c2f34fdea0ce59db66e287f8
Source noteuspto-grants-2014_05