Trifluoroacetic acid → HCID 57520105, compound

HRID 1503823Notes

Reaction equation

HRID 1503823 reaction equation
[C:1]([C:4]1[C:5]2[N:6]([CH:41]=[N:42][N:43]=2)[C:7]([CH2:32][C:33]2[C:38]([Cl:39])=[CH:37][CH:36]=[CH:35][C:34]=2[Cl:40])=[N:8][C:9]=1[NH:10][C:11]1[C:16]([F:17])=[CH:15][C:14]([N:18]2[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)=[C:13]([F:31])[CH:12]=1)(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[Cl:39][C:38]1[CH:37]=[CH:36][CH:35]=[C:34]([Cl:40])[C:33]=1[CH2:32][C:7]1[N:6]2[CH:41]=[N:42][N:43]=[C:5]2[C:4]([C:1]([NH2:2])=[O:3])=[C:9]([NH:10][C:11]2[CH:12]=[C:13]([F:31])[C:14]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)=[CH:15][C:16]=2[F:17])[N:8]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86725380HCID 86725380, compound

Product 1

HCID 57520105HCID 57520105, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of Example 15G (230 mg, 0.36 mmol) in dichloromethane (8 mL) was added trifluoroacetic acid (2 mL) dropwise. The mixture was stirred at ambient temperature for 4 hours and concentrated. The solid was washed with ethanol and dried under vacuum to give the title compound. 1H NMR (DMSO-d6, 300 MHz): δ 12.38 (d, J=1.5 Hz, 1H), 9.71 (s, 1H), 8.95 (d, J=2.1 Hz, 1H), 8.76 (br. s, 2H), 8.14 (d, J=2.1 Hz, 1H), 7.56-7.54 (m, 2H), 7.45-7.40 (m, 1H), 7.25-7.17 (m, 1H), 7.05-6.99 (m, 1H), 4.96 (s, 2H), 3.24-3.23 (m, 4H), 3.15-3.11 (m, 4H). MS: 533 (M+H+).

Workup

  1. concentrationconcentrated
  2. washThe solid was washed with ethanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-7b6a77d004e2410a8dca9d7a395035c2
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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