Potassium Phosphate, Tribasic → HCID 57580550, compound

HRID 1692437Notes

Reaction equation

HRID 1692437 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]([O:21][CH3:22])[CH:3]=1.BrC1C=CC(C(O)=O)=C(OC)C=1.N1(C2CCNCC2)CCCC1.BrC1C(C)=C(C(N2CCC(N3CCCC3)CC2)=O)C=CC=1.[F:67][C:68]([F:79])([F:78])[C:69]1[CH:70]=[C:71](B(O)O)[CH:72]=[CH:73][CH:74]=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>[CH3:22][O:21][C:4]1[CH:3]=[C:2]([C:73]2[CH:72]=[CH:71][CH:70]=[C:69]([C:68]([F:79])([F:78])[F:67])[CH:74]=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 27343883-(Trifluoromethyl)phenylboronic acidHCID 134507554-Bromo-2-methoxybenzoic acidHCID 65573179HCID 65573179, compoundHCID 66901675HCID 66901675, compound

Product 1

HCID 57580550HCID 57580550, compound

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 1, (4-bromo-2-methoxy-phenyl)-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (prepared from 4-bromo-2-methoxybenzoic 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 at 80° C. to give the title compound as colorless oil. MS: 433.2 (MH+).

Sources & evidence

ORD record
ord-bc18c7be06c84bd7bec0f97ce201fca4
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

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