Trifluoroacetic acid → Trifluoroacetic acid

HRID 84846Notes

Reaction equation

HRID 84846 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][C@@H:12]([NH:16]C(=O)OC(C)(C)C)[CH2:13][O:14][CH3:15])=[CH:6][C:5]=1[NH:24][C:25]1[S:29][N:28]=[C:27]([CH3:30])[CH:26]=1)(=[O:3])[NH2:2].[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>C(Cl)Cl>[NH2:16][C@@H:12]([CH2:13][O:14][CH3:15])[CH2:11][NH:10][C:7]1[CH:8]=[CH:9][C:4]([C:1]([NH2:2])=[O:3])=[C:5]([NH:24][C:25]2[S:29][N:28]=[C:27]([CH3:30])[CH:26]=2)[CH:6]=1.[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67515833(R)-tert-butyl 1-(4-carbamoyl-3-(3-methylisothiazol-5-ylamino)phenylamino)-3-methoxypropan-2-ylcarbamate

Product 2

HCID 6422Trifluoroacetic acidHCID 67509101(R)-4-(2-amino-3-methoxypropylamino)-2-(3-methylisothiazol-5-ylamino)benzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The above product from step 3 was added TFA in DCM (1:1, 2 mL), 30 min later, the solution was concentrated under vacuum and was purified by preparative HPLC to give (R)-4-(2-amino-3-methoxypropylamino)-2-(3-methylisothiazol-5-ylamino)benzamide as TFA salt. MS 336.2 (M+H); UV 293.8 nm.

Workup

  1. concentrationthe solution was concentrated under vacuum
  2. customwas purified by preparative HPLC

Sources & evidence

ORD record
ord-4ee6aac4bb994ca0ac2621e3c9d17aa8
Source dataset
uspto-grants-2014_09
Patent number
US08846928B2

Reaction notes

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