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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692373Generated: October 31, 2026

Triethylamine → HCID 65573179, compound

https://huagongshe.com/reaction/1692373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(1-Pyrrolidinyl)piperidineHCID 78703—
Reactant3-Bromo-2-methylbenzoic AcidHCID 2735590—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
ProductHCID 65573179HCID 6557317995%

Reaction Steps

0.22 g (1.0 mmol) of 3-bromo-2-methyl-benzoic acid was dissolved in 10 ml of DMF and the solution was treated with 0.38 g (1.0 mmol) of HATU. Then, 0.42 ml=0.30 g (3.0 mmol) of Et3N was added and after 30 min, a solution of 0.16 g (1.0 mmol) of 4-pyrrolidin-1-yl-piperidine in 5 ml of DMF. After 3 hours, the reaction mixture was poured into crashed ice and extracted three times with CH2Cl2; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 1:0 to 9:1) to give 0.33 g (95%) of the title compound as light red solid. MS: 351.2 (MH+, 1 Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153805B2
Source datasetuspto-grants-2012_04
ORD IDord-159c08b7c2564f6f87610ecabcf160ce
Source noteuspto-grants-2012_04