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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273162Generated: October 30, 2026

Formic Acid → HCID 67070732, compound

https://huagongshe.com/reaction/273162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 67070514HCID 67070514—
SolventMethanolHCID 887—
ProductHCID 67070732HCID 67070732—

Reaction Steps

Sodium cyanoborohydride (0.1 mL, 1M in THF) was added to a solution of (S)-1-[3-(3-Chloro-phenyl)-[1,2,4]oxadiazol-5-yl]-2-(4-cyclopropyl-5-pyridin-4-yl-4H-[1,2,4]triazol-3-yl)-ethylamine (30 mg) in methanol (0.8 mL) containing 96% formic acid (0.1 mL) and 37% formalin solution (0.1 mL). The residue was quenched with water and extracted with ethyl acetate. The organic layer was dried with sodium sulfate and concentrated. Purification was performed by flash column silica gel chromatography with 3% (2 M ammnonia methanol) in dichloromethane to give 22 mg of the title compound. 1H NMR (CDCl3): d ppm 8.76 (d, 2H), 8.06 (s, 1H), 7.97 (d, 1H), 7.73 (d, 2H), 7.47 (d, 1H), 7.45 (t, 1H), 5.00 (dd, 1H), 3.76 (dd, 1H), 3.51 (dd, 1H), 3.42 (m, 1H), 2.45 (br s, 6H), 1.26 (m, 2H), 0.88 (m, 1H), 0.79 (m, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456200B2
Source datasetuspto-grants-2008_11
ORD IDord-f130a1debd494d56a13e8415e8476cf4
Source noteuspto-grants-2008_11