Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250740Generated: October 31, 2026

Piperidin-4-ol → HCID 86584940, compound

https://huagongshe.com/reaction/2250740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidin-4-olHCID 79341—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
ReactantHCID 22283149HCID 22283149—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86584940HCID 86584940—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a suspension of 0.070 g of 4-methoxy-7-(2-methyl-thiazol-4-yl)-benzothiazol-2-ylamine (0.00025 Mol) in THF (4 ml) at room temperature were added 0.054 ml N-ethyl-diisopropylamine (0.00031 Mol) and 0.001 g DMAP. 0.025 g of triphosgen (0.000085 Mol) were added and the whole mixture was heated to 70° C. for 1 hr. Then another 0.054 ml N-ethyl-diisopropylamine (0.00031 Mol) and 0.031 g of 4-hydroxy-piperidin (0.00031 Mol) were added and the reaction mixture was stirred at 70° C. for 1.5 hrs. Upon cooling to room temperature a precipitation formed, which was filtered and washed with THF. The filtrate was evaporated and the residue was subjected to column chromatography (silicagel, CH2Cl2/MeOH 9:1). The title product was obtained as a white solid (11%); F.p.: 145-150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07317007B2
Source datasetuspto-grants-2008_01
ORD IDord-276bb30fbc4c4a0c832d29f1f6262b59
Source noteuspto-grants-2008_01