Potassium Phosphate, Tribasic → HCID 57580530, compound

HRID 1692439Notes

Reaction equation

HRID 1692439 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]([S:21]([CH3:24])(=[O:23])=[O:22])[CH:3]=1.BrC1C=CC(C(O)=O)=C(S(C)(=O)=O)C=1.N1(C2CCNCC2)CCCC1.BrC1C(C)=C(C(N2CCC(N3CCCC3)CC2)=O)C=CC=1.[F:71][C:72]([F:83])([F:82])[C:73]1[CH:74]=[C:75](B(O)O)[CH:76]=[CH:77][CH:78]=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>[CH3:24][S:21]([C:4]1[CH:3]=[C:2]([C:77]2[CH:76]=[CH:75][CH:74]=[C:73]([C:72]([F:83])([F:82])[F:71])[CH:78]=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])(=[O:23])=[O:22]

Participants

9

Reactant 6

HCID 62657Potassium Phosphate, TribasicHCID 787034-(1-Pyrrolidinyl)piperidineHCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 27610574-Bromo-2-methanesulfonylbenzoic acidHCID 65573179HCID 65573179, compoundHCID 66901639HCID 66901639, compound

Product 1

HCID 57580530HCID 57580530, compound

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 1, (4-bromo-2-methanesulfonyl-phenyl)-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (prepared from 4-bromo-2-methanesulfonyl-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 at 80° C. to give the title compound as light yellow oil. MS: 481.2 (MH+).

Sources & evidence

ORD record
ord-2ebb8a3c94a24cddaac4ac875ecfcf00
Source dataset
uspto-grants-2012_04
Patent number
US08153805B2

Reaction notes

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