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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534745Generated: October 28, 2026

Potassium Hydroxide → 1,1-Dimethylethyl (2S)-4-[(4-amino-3-fluorophenyl)methyl]-2-methyl-1-piperazinecarboxylate

https://huagongshe.com/reaction/534745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant1,1-dimethylethyl (2S)-4-[(3-fluoro-4-nitrophenyl)methyl]-2-methyl-1-piperazinecarboxylateHCID 59262185—
Reactant1,1-Dimethylethyl (2S)-4-[(4-aminophenyl)methyl]-2-methyl-1-piperazinecarboxylateHCID 59262217—
SolventTriethylamineHCID 8471—
Product1,1-Dimethylethyl (2S)-4-[(4-amino-3-fluorophenyl)methyl]-2-methyl-1-piperazinecarboxylateHCID 59262244—

Reaction Steps

The title compound was prepared from 1,1-dimethylethyl (2S)-4-[(3-fluoro-4-nitrophenyl)methyl]-2-methyl-1-piperazinecarboxylate (D62) using a method similar to that described for D2 in Description 2 although the reaction was carried out on an H-Cube™ continuous flow hydrogenator and triethylamine was used in place of solid KOH. δH (CDCl3, 400 MHz) 6.99 (1H, dd), 6.86 (1H, dd), 6.71 (1H, dd), 4.17 (1H, br.s), 3.79 (1H, d), 3.67 (2H, br.s), 3.40 (1H, d), 3.27 (1H, d), 3.09 (1H, td), 2.73 (1H, m), 2.56 (1H, m), 2.08 (1H, dd), 1.96 (1H, m), 1.45 (9H, s), 1.22 (3H, d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853218B2
Source datasetuspto-grants-2014_10
ORD IDord-7886200bd6f0466899485c97a4f10df1
Source noteuspto-grants-2014_10