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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889178Generated: October 25, 2026

Sodium Carbonate → Methyl 4-[(3-amino-1H-pyrazol-1-yl)methyl]benzoate

https://huagongshe.com/reaction/1889178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantStannous chloride dihydrateHCID 61436—
ReactantMethyl 4-((3-nitro-1H-pyrazol-1-yl)methyl)benzoateHCID 615448—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-[(3-amino-1H-pyrazol-1-yl)methyl]benzoateHCID 54920827102.2%

Reaction Steps

4-(3-Nitro-pyrazol-1-ylmethyl)-benzoic acid methyl ester (530 mg, 2.03 mmol) was dissolved in ethyl acetate (10 ml). Tin(II) chloride dihydrate (2.29 gm, 10.15 mmol) was added, reaction mixture was heated at 70 deg C. for 1 h. The reaction mixture was cooled to ambient temperature, the pH adjusted to pH 8-9 by addition of aq. saturated sodium carbonate and extracted with ethyl acetate (3×25 ml), dried over anhydrous Na2SO4 and concentrated under reduced pressure to provide 4-(3-amino-pyrazol-1-ylmethyl)-benzoic acid methyl ester (480 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501955B2
Source datasetuspto-grants-2013_08
ORD IDord-c8b034c3e15649b8931ea7a3b2bbbc81
Source noteuspto-grants-2013_08