4-Fluorophenylboronic acid → 4-[5-(4-Fluorophenyl)pyridin-2-yloxy]piperidine-1-carboxylic acid tert-butyl ester

HRID 393716Notes

Reaction equation

HRID 393716 reaction equation
C(OC(N1CCN(C2N=CC([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=CN=2)CC1)=O)(C)(C)C.[C:27]([O:31][C:32]([N:34]1[CH2:39][CH2:38][CH:37]([O:40][C:41]2[CH:46]=[CH:45][C:44](Br)=[CH:43][N:42]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28].FC1C=CC(B(O)O)=CC=1>>[C:27]([O:31][C:32]([N:34]1[CH2:39][CH2:38][CH:37]([O:40][C:41]2[CH:46]=[CH:45][C:44]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)=[CH:43][N:42]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 2856454-Fluorophenylboronic acidHCID 21914479tert-Butyl 4-((5-bromopyridin-2-yl)oxy)piperidine-1-carboxylateHCID 69850026Tert-butyl 4-[5-(4-fluorophenyl)pyrimidin-2-yl]piperazine-1-carboxylate

Product 1

HCID 698966684-[5-(4-Fluorophenyl)pyridin-2-yloxy]piperidine-1-carboxylic acid tert-butyl esterYield 34%

Procedure

Prepared according to the method for the preparation of 4-[5-(4-fluorophenyl)-pyrimidin-2-yl]piperazine-1-carboxylic acid tert-butyl ester, from 4-(5-bromo-pyridin-2-yloxy)piperidine-1-carboxylic acid tert-butyl ester (0.39 g) and 4-fluorophenylboronic acid (0.16 g), to yield the title compound as a white solid (0.13 g, 34%)

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fffd60e0c2ca47ae8b24c4303f8ad1a2
Source dataset
uspto-grants-2004_10
Patent number
US06809100B2

Reaction notes

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