Cyclopropylboronic acid → 1-(3-Cyclopropyl-5-trifluoromethylpyridin-2-yl)piperazine hydrochloride

HRID 2411219Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH:25]1(B(O)O)[CH2:27][CH2:26]1>>[ClH:20].[CH:25]1([C:19]2[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)=[N:15][CH:16]=[C:17]([C:21]([F:22])([F:23])[F:24])[CH:18]=2)[CH2:27][CH2:26]1

Participants

Reactant 2

HCID 2760897Cyclopropylboronic acid

HCID 573664161-Tert-butyloxycarbonyl-4-(3-chloro-5-(trifluoromethyl)pyridin-2-YL)piperazine

Product 1

HCID 673807791-(3-Cyclopropyl-5-trifluoromethylpyridin-2-yl)piperazine hydrochlorideYield 94.4%

Procedure

Using the intermediate 4-(3-chloro-5-trifluoromethylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (7.3 g) described in Preparation Example 84 and cyclopropylboronic acid (4.2 g) and by the reaction and treatment in the same manner as in Preparation Example 82, the title compound (5.8 g) was obtained.

Sources & evidence

ORD record: ord-fef2cc84c9bf4abb949eedb7d5258086
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08816079B2

Reaction notes

Loading…