Trifluoroacetic acid methylene chloride → HCID 24994067, compound

HRID 2391990Notes

Reaction equation

HRID 2391990 reaction equation
Br[C:2]1[CH:3]=[N:4][N:5]([CH3:37])[C:6]=1[C:7]1[CH:8]=[C:9]([C:13]([NH:15][C@@H:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[C:33]([F:36])([F:35])[F:34])[CH2:17][NH:18]C(=O)OC(C)(C)C)=[O:14])[S:10][C:11]=1[Cl:12].C(O)(C(F)(F)F)=O.C(Cl)[Cl:46]>>[NH2:18][CH2:17][C@@H:16]([NH:15][C:13]([C:9]1[S:10][C:11]([Cl:12])=[C:7]([C:6]2[N:5]([CH3:37])[N:4]=[CH:3][C:2]=2[Cl:46])[CH:8]=1)=[O:14])[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[C:33]([F:36])([F:35])[F:34]

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 57826575HCID 57826575, compound

Product 1

HCID 24994067HCID 24994067, compound

Conditions

Temperature
25 °C

Procedure

1,1-dimethylethyl {(2S)-2-({[4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-5-chloro-2-thienyl]carbonyl}amino)-3-[2-(trifluoromethyl)phenyl]propyl}carbamate (crude from part a) was dissolved in TFA-DCM (3 mL, 1:2) and stirred at 25° C. After 30 min, the solution was concentrated and the residue neutralized through a silica plug (5% MeOH in DCM (1% NH4OH)) affording the free base of the title compound.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-9fb00e63c1664a95b038e0ce9204cec5
Source dataset
uspto-grants-2012_09
Patent number
US08273782B2

Reaction notes

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