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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602100Generated: November 3, 2026

Diisopropylethylamine → HCID 67267705, compound

https://huagongshe.com/reaction/602100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butyl 3-aminoazetidine-1-carboxylateHCID 1516507—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant6-(3-Fluorophenyl)nicotinic acidHCID 24729972—
SolventDimethylformamideHCID 6228—
ProductHCID 67267705HCID 6726770574%

Reaction Steps

To a solution of 6-(3-fluorophenyl)nicotinic acid (0.50 g, 2.30 mmol) in DMF (10 mL) was added HBTU (0.96 g, 2.53 mmol) and DIPEA (0.52 mL, 2.99 mmol). After 1 hr at room temperature, tert-butyl 3-aminoazetidine-1-carboxylate was added and the reaction stirred overnight. The solvent was removed and the residue was partitioned between ethyl acetate and sodium bicarbonate (aqueous saturated). The organic layer was washed with brine (2×), dried (MgSO4), filtered and concentrated to give the desired product, tert-butyl 3-(2-(3-fluorophenyl)nicotinamido)azetidine-1-carboxylate (630 mg, 74%). LC/MS (M+H)=372.2 observed, 372.17 expected

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902373B2
Source datasetuspto-grants-2011_03
ORD IDord-cff9a86f45a14e37afcb13291f564cc5
Source noteuspto-grants-2011_03