HCID 68260894, compound → HCID 45257138, compound

HRID 2047360Notes

Reaction equation

HRID 2047360 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH:7][C:8](=[O:31])[C@@H:9]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[CH:24]=2)[CH2:10][NH:11]C(=O)OCC2C=CC=CC=2)=[CH:4][C:3]=1[C:32]1[N:36]([CH3:37])[N:35]=[CH:34][C:33]=1[Cl:38]>C1(SC)C=CC=CC=1.FC(F)(F)C(O)=O>[NH2:11][CH2:10][C@H:9]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[CH:24]=1)[C:8]([NH:7][C:5]1[S:6][C:2]([Cl:1])=[C:3]([C:32]2[N:36]([CH3:37])[N:35]=[CH:34][C:33]=2[Cl:38])[CH:4]=1)=[O:31]

Participants

4

Reactant 1

HCID 68260894HCID 68260894, compound

Product 1

HCID 45257138HCID 45257138, compound

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7520ThioanisoleSolvent

Procedure

Phenylmethyl {(2S)-3-{[5-chloro-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-thienyl]amino}-2-[(3,4-difluorophenyl)methyl]-3-oxopropyl}carbamate (91 mg, 0.157 mmol) was dissolved in a solution of thioanisole (0.286 ml) in trifluoroacetic acid (2.855 ml). After 4 h at 25° C., the reaction mixture was dry loaded onto silica and neutralized/purified through silica chromatography (0-15% MeOH in DCM (1% NH4OH)) affording the free base of the title compound.

Workup

  1. customthe reaction mixture was dry
  2. customneutralized/purified through silica chromatography (0-15% MeOH in DCM (1% NH4OH))

Sources & evidence

ORD record
ord-f34aa12f0ff84bbc83523ebf82c96f3e
Source dataset
uspto-grants-2013_11
Patent number
US08592475B2

Reaction notes

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