4-(1-Pyrrolidinyl)piperidine → HCID 57580543, compound

HRID 1692401Notes

Reaction equation

HRID 1692401 reaction equation
Br[C:2]1[C:3]([CH3:12])=[C:4]([C:8]([CH3:11])=[CH:9][CH:10]=1)[C:5]([OH:7])=O.[F:13][C:14]([F:26])([F:25])[O:15][C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1.[N:27]1([CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH2:31][CH2:30][CH2:29][CH2:28]1>>[CH3:12][C:3]1[C:4]([C:5]([N:35]2[CH2:36][CH2:37][CH:32]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[CH2:33][CH2:34]2)=[O:7])=[C:8]([CH3:11])[CH:9]=[CH:10][C:2]=1[C:20]1[CH:19]=[CH:18][CH:17]=[C:16]([O:15][C:14]([F:26])([F:25])[F:13])[CH:21]=1

Participants

4

Reactant 3

HCID 787034-(1-Pyrrolidinyl)piperidineHCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)HCID 81671423-bromo-2,6-dimethylbenzoic acid

Product 1

HCID 57580543HCID 57580543, compound

Procedure

In analogy to the procedure described for intermediate 1,2,4-dimethyl-3′-trifluoromethoxy-biphenyl-3-carboxylic acid (prepared from 3-bromo-2,6-dimethyl-benzoic acid [Lee, J.; et al. Bioorganic & Medicinal Chemistry Letters (2003), 13(11), 1879-1882] and 3-trifluoromethoxy-phenyl boronic acid in analogy to the procedure described for the preparation of example 1) was converted into its acid chloride and reacted with 4-pyrrolidin-1-yl-piperidine to give the title compound as light yellow solid. MS: 447.3 (MH+).

Workup

  1. customdescribed for the preparation of example 1)

Sources & evidence

ORD record
ord-c049e1ee654a4e6fb94adc51d6ba8cdb
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

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