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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 622483Generated: October 25, 2026

Acetonitrile → 10-[3-(aminomethyl)-1-pyrrolidinyl]-9-fluoro-2,3-dihydro-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid

https://huagongshe.com/reaction/622483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant8,9-Difluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acidHCID 534278—
Reactant3-PyrrolidinemethanamineHCID 5068775—
Product10-[3-(aminomethyl)-1-pyrrolidinyl]-9-fluoro-2,3-dihydro-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acidHCID 70418225—

Reaction Steps

0.75 g (0.27 mmole) of 9,10-difluoro-2,3-dihydro3-methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, 40 ml acetonitrile, and 0.80 g (8.0 mmole) of 3-pyrrolidinemethanamine were refluxed overnight. The solvent was removed at reduced pressure and the residue titurated with 40 ml of ethanol/ether (1:1), to give 0.90 g of 10-[3-(aminomethyl)-1-pyrrolidinyl]-9-fluoro-2,3-dihydro- methyl-7-oxo-7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid, mp 213°-216° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04771054
Source datasetuspto-grants-1988_09
ORD IDord-23b85bad7c614b4d9fbedc7ee3c99edd
Source noteuspto-grants-1988_09