Trifluoroacetic acid → HCID 22317817, compound

HRID 498758Notes

Reaction equation

HRID 498758 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.C([O:15][C:16](=O)[CH2:17][C:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[CH:30]=[CH:29][N:28]=[C:27]([CH2:31][O:32]C3CCCCO3)[CH:26]=2)[CH:20]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C1(C)C(C)=CC=CC=1.C(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]2[NH:9][C:16](=[O:15])[CH2:17][C:18]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([C:25]4[CH:30]=[CH:29][N:28]=[C:27]([CH2:31][OH:32])[CH:26]=4)[CH:20]=3)=[N:10][C:4]=2[CH:3]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 792974,5-Dichloro-1,2-phenylenediamineHCID 69486907HCID 69486907, compound

Product 1

HCID 22317817HCID 22317817, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7237O-XyleneSolvent

Procedure

The title compound was prepared from commercially available 4,5-dichloro-1,2-phenylendiamine (177 mg, 1.0 mmol) and (RS)-3-oxo-3-{3-[2-(tetrahydro-pyran-2-yloxymethyl)-pyridin-4-yl]-phenyl}-propionic acid tert-butyl ester (Example K40) (412 mg, 1.0 mmol) in xylene (15 ml) under reflux conditions for 1.5 h according to the general procedure M and subsequent treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light brown solid (220 mg, 53%).

Sources & evidence

ORD record
ord-a4fbac83b452466bbff9031346afa8ba
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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