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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498224Generated: October 26, 2026

Stannous chloride dihydrate → [2-Amino-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/498224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant[2-Nitro-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl esterHCID 69489653—
Product[2-Amino-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl esterHCID 69487195—

Reaction Steps

The title compound was prepared from [2-nitro-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester [prepared from (5-hydroxymethyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example A30) (476 mg, 1.42 mmol) by treatment with 3,4-dihydro-2H-pyran (0.19 mL, 2.12 mmol) and p-TsOH (5 mg, 0.03 mmol) in DCM at 0° C., stirring at 0° C. for 15 min and at 23° C. for 18 h.] (0.58 g, 1.38 mmol) reduction with SnCl2.2H2O according to the general procedure J (method b). Obtained as an amorphous yellow substance (414 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949542B2
Source datasetuspto-grants-2005_09
ORD IDord-e687e2be1e0d49018f54e91a66e970f2
Source noteuspto-grants-2005_09