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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875330Generated: November 1, 2026

4-Methylmorpholine → HCID 86761673, compound

https://huagongshe.com/reaction/1875330

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 57423969HCID 57423969—
SolventDimethylformamideHCID 6228—
ProductHCID 86761673HCID 86761673—

Reaction Steps

1.1 g (4.8 mmol) 2-methyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid (as hydrochloride) are dissolved in 12 ml DMF, mixed with 2.1 ml (19.3 mmol) NMM and 1.8 g (4.8 mmol) HATU and stirred for five minutes at RT. Then 0.9 g (4.8 mmol) tert. Butyl (R)-pyrrolidin-3-yl-carbamate are added and the mixture is stirred for 16 hours. Then the mixture is poured onto water and extracted with DCM. The organic phase is separated using a phase separation cartridge and evaporated to dryness i. vac. The residue is purified by flash chromatography on silica gel (eluant DCM/MeOH 9:1 to 8:2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309542B2
Source datasetuspto-grants-2012_11
ORD IDord-2f1e97eb315640ac84214f719f63568b
Source noteuspto-grants-2012_11