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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55499Generated: October 26, 2026

Ethyl Acetate → 3-Amino-2-(4-chlorobenzyl)aminopyridine

https://huagongshe.com/reaction/55499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantStannous chloride dihydrateHCID 61436—
ReactantN-[(4-chlorophenyl)methyl]-3-nitropyridin-2-amineHCID 2800352—
ReactantSodium borohydrideHCID 4311764—
Solventtert-ButanolHCID 6386—
Product3-Amino-2-(4-chlorobenzyl)aminopyridineHCID 14953005—

Reaction Steps

A procedure similar to that described in Preparation 42 was repeated, except that 5.00 g of 2-(4-chlorobenzyl) amino-3-nitropyridine (prepared as described in Preparation 52), 21.4 g of tin(II) chloride dihydrate, 0.36 g of sodium borohydride and 150 ml of a 9:1 by volume mixture of ethyl acetate and 2-methyl-2-propanol were used, to give the title compound as a crude product. This crude product was crystallized by trituration with a mixture of ethyl acetate and hexane, to give 3.55 g of the title compound, melting at 123°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05624935
Source datasetuspto-grants-1997_04
ORD IDord-d0af61da9a9b4a38be80efcaf4957e19
Source noteuspto-grants-1997_04