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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842469Generated: November 2, 2026

4-Methylmorpholine → HCID 58465597, compound

https://huagongshe.com/reaction/1842469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant5-(Pyridin-2-yl)thiophene-2-carboxylic acidHCID 736482—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 58465821HCID 58465821—
SolventDichloromethaneHCID 6344—
ProductHCID 58465597HCID 58465597—

Reaction Steps

To a mixture of ethyl 5,6,7,8-tetrahydro-4H-pyrazolo[1,5-a][1,4]diazepine-2-carboxylate (0.033 g, 0.16 mmol) and 5-(2-pyridyl)thiophene-2-carboxylic acid (0.036 g, 0.18 mmol) in methylene chloride (1 mL) was added N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.07 g, 0.184 mmol) and N-methylmorpholine (0.053 mL, 0.48 mmol). The reaction was stirred overnight at room temperature. The reaction was diluted with methylene chloride (3 mL) and washed with saturated aqueous NaHCO3 (2 mL). The aqueous layer was extracted with additional methylene chloride (3 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated to dryness to afford Intermediate 31.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946223B2
Source datasetuspto-grants-2015_02
ORD IDord-ce79fd6a70d04a61afaa73b82fefe903
Source noteuspto-grants-2015_02