tert-Butyl piperazine-1-carboxylate → 1-Piperazinecarboxylic acid, 4-(3-carboxy-2-fluorophenyl)-, 1-(1,1-dimethylethyl) ester

HRID 577286Notes

Reaction equation

Br[C:2]1[C:3]([F:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[N:12]1([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[C:21]([O:20][C:18]([N:12]1[CH2:17][CH2:16][N:15]([C:2]2[C:3]([F:11])=[C:4]([CH:8]=[CH:9][CH:10]=2)[C:5]([OH:7])=[O:6])[CH2:14][CH2:13]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

Participants

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylate

HCID 27363133-Bromo-2-fluorobenzoic acid

Product 1

HCID 667653521-Piperazinecarboxylic acid, 4-(3-carboxy-2-fluorophenyl)-, 1-(1,1-dimethylethyl) ester

Procedure

3-(4-(tert-butoxycarbonyl)piperazin-1-yl)-2-fluorobenzoic acid was synthesised following the procedure in Example 2 (Step ii) using 3-bromo-2-fluorobenzoic acid and tert-butyl piperazine-1-carboxylate.

Sources & evidence

ORD record: ord-132d7000e6f041ec885658d186e87b49
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09040545B2

Reaction notes

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