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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778487Generated: October 31, 2026

tert-Butyl 3-oxa-7,9-diazabicyclo(3.3.1)nonane-7-carboxylate → methyl (4R)-4-(2-bromo-4-fluoro-phenyl)-6-(3-oxa-7,9-diazabicyclo[3.3.1]nonan-9-ylmethyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylate

https://huagongshe.com/reaction/1778487

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 3-oxa-7,9-diazabicyclo(3.3.1)nonane-7-carboxylateHCID 53415349—
ReactantMethyl (R)-6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 89995948—
Reactant(R)-methyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 117706695—
Productmethyl (4R)-4-(2-bromo-4-fluoro-phenyl)-6-(3-oxa-7,9-diazabicyclo[3.3.1]nonan-9-ylmethyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylateHCID 117706699—

Reaction Steps

Compound 53b was prepared in analogy to intermediate AC in Example 15, starting from 3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester and methyl (4R)-4-(2-bromo-4-fluoro-phenyl)-6-(bromomethyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylate 53a, while 53a was prepared in analogy to compound C in Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266904B2
Source datasetuspto-grants-2016_02
ORD IDord-0c8b381b8e6740d5a87da19e3467a992
Source noteuspto-grants-2016_02