Trifluoroacetic acid → HCID 56928842, compound

HRID 510098Notes

Reaction equation

HRID 510098 reaction equation
[NH2:1][C:2]1[C:11]2[N:10]([S:12]([NH:15]C(=O)OC(C)(C)C)(=[O:14])=[O:13])[CH2:9][CH2:8][NH:7][C:6]=2[N:5]=[C:4]([C:23]2[C:31]3[C:26](=[N:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[F:39])[N:24]=2)[N:3]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:1][C:2]1[C:11]2[N:10]([S:12]([NH2:15])(=[O:13])=[O:14])[CH2:9][CH2:8][NH:7][C:6]=2[N:5]=[C:4]([C:23]2[C:31]3[C:26](=[N:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=3[F:39])[N:24]=2)[N:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66634882HCID 66634882, compound

Product 1

HCID 56928842HCID 56928842, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

96 mg (0.17 mmol) of the compound from example 41A were initially charged in dichloromethane (5 ml), then 0.13 ml (1.73 mmol) of trifluoroacetic acid were added and the reaction mixture was stirred at RT overnight. The mixture was concentrated, the residue was separated by means of preparative HPLC (eluent: acetonitrile-water with 0.1% formic acid gradient) and the product fractions were concentrated. This gave 52 mg (66% of theory) of the title compound in solid form.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was separated by means of preparative HPLC (eluent: acetonitrile-water with 0.1% formic acid gradient)
  3. concentrationthe product fractions were concentrated

Sources & evidence

ORD record
ord-19f5282c0144405d826c7136cee3ae5d
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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