Trifluoroacetic acid → HCID 57520478, compound

HRID 1503842Notes

Reaction equation

HRID 1503842 reaction equation
[C:1]([C:4]1[C:5]2[N:6]([CH:40]=[N:41][N:42]=2)[C:7]([CH2:31][C:32]2[C:37]([Cl:38])=[CH:36][CH:35]=[CH:34][C:33]=2[Cl:39])=[N:8][C:9]=1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)=[CH:13][C:12]=1[F:30])(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[Cl:39][C:33]1[CH:34]=[CH:35][CH:36]=[C:37]([Cl:38])[C:32]=1[CH2:31][C:7]1[N:6]2[CH:40]=[N:41][N:42]=[C:5]2[C:4]([C:1]([NH2:2])=[O:3])=[C:9]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[CH:13][C:12]=2[F:30])[N:8]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86725394HCID 86725394, compound

Product 1

HCID 57520478HCID 57520478, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of Example 28F (220 mg, 0.36 mmol) in dichloromethane (8 mL) was added trifluoroacetic acid (2 mL) dropwise and the mixture was stirred at ambient temperature for 4 hours. After concentration, the residue was washed with ethanol and dried under vacuum to give the title compound. 1H NMR (DMSO-d6, 300 MHz): δ 12.11 (s, 1H), 9.68 (s, 1H), 8.94-8.91 (m, 3H), 8.07 (s, 1H), 7.64-7.61 (m, 2H), 7.54-7.49 (m, 1H), 7.19-7.12 (t, J=9.3 Hz, 1H), 6.87(dd, J=2.4 Hz, J=14.4 Hz, 1H), 6.29 (dd, J=9.0, 1.8 Hz, 1H), 4.96 (s, 2H), 3.27 (m, 8H). MS: 515 (M+H+).

Workup

  1. concentrationAfter concentration
  2. washthe residue was washed with ethanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-6217e8c6220b4bc7b722895ca33b2db2
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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