Trifluoroacetic acid → HCID 56593479, compound

HRID 714478Notes

Reaction equation

HRID 714478 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([C:10]2[CH:26]=[CH:25][C:13]([O:14][CH2:15][CH2:16][NH:17]C(=O)OC(C)(C)C)=[CH:12][CH:11]=2)[C:5]([C:27]#[N:28])=[C:4]([S:29][CH2:30][C:31]2[CH:36]=[CH:35][N:34]=[C:33]([C:37](=[O:40])[NH:38][CH3:39])[CH:32]=2)[N:3]=1.[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44]>ClCCl>[F:41][C:42]([F:47])([F:46])[C:43]([OH:45])=[O:44].[NH2:1][C:2]1[N:3]=[C:4]([S:29][CH2:30][C:31]2[CH:36]=[CH:35][N:34]=[C:33]([C:37]([NH:38][CH3:39])=[O:40])[CH:32]=2)[C:5]([C:27]#[N:28])=[C:6]([C:10]2[CH:26]=[CH:25][C:13]([O:14][CH2:15][CH2:16][NH2:17])=[CH:12][CH:11]=2)[C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68617227HCID 68617227, compound

Product 1

HCID 56593479HCID 56593479, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

413 mg (0.74 mmol) of tert-butyl (2-{4-[2-amino-3,5-dicyano-6-({[2-(methylcarbamoyl)pyridin-4-yl]methyl}sulfanyl)pyridin-4-yl]phenoxy}ethyl)carbamate (Example 45A) were dissolved in 4.3 ml of dichloromethane. After addition of 4.2 g (6.88 mmol) of trifluoroacetic acid, the mixture was stirred at RT for 2.5 h. The reaction mixture was evaporated. The residue was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid).

Workup

  1. customThe reaction mixture was evaporated
  2. customThe residue was purified by preparative HPLC (Chromasil, water/acetonitrile+0.1% trifluoroacetic acid)

Sources & evidence

ORD record
ord-83b95dc8152c4d208c354aeeff442744
Source dataset
uspto-grants-2015_11
Patent number
US09187428B2

Reaction notes

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