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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977857Generated: October 26, 2026

5-Amino-1-piperidin-1-yl-pentan-2-ol → 3-(2,5-difluoro-4-methyl-benzyloxy)-5-[3-(4-hydroxy-5-piperidin-1-yl-pentyl)-ureido]-isothiazole-4-carboxylic Acid Amide

https://huagongshe.com/reaction/1977857

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-1-piperidin-1-yl-pentan-2-olHCID 18549935—
Reactant[4-Carbamoyl-3-(2,5-difluoro-4-methyl-benzyloxy)-isothiazol-5-yl]carbamic acid phenyl esterHCID 54330906—
Product3-(2,5-difluoro-4-methyl-benzyloxy)-5-[3-(4-hydroxy-5-piperidin-1-yl-pentyl)-ureido]-isothiazole-4-carboxylic Acid AmideHCID 54355973—

Reaction Steps

The title compound was prepared from [4-carbamoyl-3-(2,5-difluoro-4-methyl-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and 5-amino-1-piperidin-1-yl-pentan-2-ol by the procedure analogous to Example 6. HPLC ret. time: 3.3 minutes. 1H NMR (400 MHz, CD3OD) δ7.18 (dd, 1H, J=6.0, 9.2 Hz), 7.05 (dd, 1H, J=6.0, 10 Hz), 5.47 (s, 2H), 3.80 (m, 1H), 3.23 (t, 2H, J=6.4 Hz), 2.7-2.4 (m, 7H), 2.25 (s, 3H), 1.8-1.4 (m, nH) ppm; Ms (APCI, m/z): 512 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235764B1
Source datasetuspto-grants-2001_05
ORD IDord-b6ff2075671b41e6b22acab0e1ce907b
Source noteuspto-grants-2001_05