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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070845Generated: October 30, 2026

Pyrrolidine → HCID 66686506, compound

https://huagongshe.com/reaction/2070845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86663259HCID 86663259—
SolventDichloromethaneHCID 6344—
ProductHCID 66686506HCID 66686506—

Reaction Conditions

Temperature22 °C

Reaction Steps

Sodium triacetoxyborohydride (0.284 g) was added to N-cyclopropyl-3-fluoro-4-methyl-5-[3-{[(1R,2R)-2-methyl-3-oxo-1-phenylpropyl]amino}-2-oxopyrazin-1(2H)-yl]benzamide (Example 328e, 0.3 g), pyrrolidine (0.221 mL) and Hunig's Base (0.467 mL) in DCM (15 mL). The resulting suspension was stirred at 22° C. for 2 h. The reaction mixture was basified with satd sodium bicarbonate solution before extracting with DCM. The combined organic phases were concentrated in vacuo and the residue purified by preparative HPLC (Phenominex column using a 75-5% gradient of aqueous 0.2% ammonia in acetonitrile as eluent). The fractions containing the desired compound were evaporated to dryness to afford the title compound as a solid (0.046 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299246B2
Source datasetuspto-grants-2012_10
ORD IDord-692880cfc18e441facc54b68c5e7c11b
Source noteuspto-grants-2012_10