Potassium Phosphate, Tribasic → HCID 57580531, compound

HRID 1692433Notes

Reaction equation

HRID 1692433 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([Cl:21])[CH:3]=1.BrC1C=CC(C(O)=O)=C(Cl)C=1.N1(C2CCNCC2)CCCC1.BrC1C(C)=C(C(N2CCC(N3CCCC3)CC2)=O)C=CC=1.[F:65][C:66]([F:77])([F:76])[C:67]1[CH:68]=[C:69](B(O)O)[CH:70]=[CH:71][CH:72]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C=O)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:21][C:4]1[CH:3]=[C:2]([C:71]2[CH:70]=[CH:69][CH:68]=[C:67]([C:66]([F:77])([F:76])[F:65])[CH:72]=2)[CH:7]=[CH:6][C:5]=1[C:8]([N:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:12][CH2:11]1)=[O:9]

Participants

9

Reactant 6

HCID 62657Potassium Phosphate, TribasicHCID 787034-(1-Pyrrolidinyl)piperidineHCID 1088294-Bromo-2-chlorobenzoic acidHCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 65573179HCID 65573179, compoundHCID 66901589HCID 66901589, compound

Product 1

HCID 57580531HCID 57580531, compound

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described for example 1, (4-bromo-2-chloro-phenyl)-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (prepared from 4-bromo-2-chloro-benzoic acid and 4-pyrrolidin-1-yl-piperidine in analogy to the procedure described for the preparation of intermediate 2), was reacted with 3-trifluoromethyl-phenyl boronic acid, potassium phosphate solution and tetrakis-(triphenylphosphine)-palladium in DMF while keeping the temperature at RT instead of 80° C. to give the title compound as light brown oil. MS: 437.2 (MH+, 1Cl).

Workup

  1. customat RT
  2. custominstead of 80° C.

Sources & evidence

ORD record
ord-6e8d02ffe6fe42f38594f5c99f6589bf
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

Loading…