Trifluoroacetic acid → HCID 90412803, compound

HRID 1521972Notes

Reaction equation

HRID 1521972 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(=O)OC(C)(C)C)=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]2[NH:22][C:23]([CH:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)=[CH:24][C:17]=12.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:16]1[CH:21]=[CH:20][N:19]=[C:18]2[NH:22][C:23]([CH:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)=[CH:24][C:17]=12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 90412615HCID 90412615, compound

Product 1

HCID 90412803HCID 90412803, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Example 179C (102 mg, 0.24 mmol) in dichloromethane (2 mL) was added trifluoroacetic acid (1 mL) and the mixture was stirred for 2 hours. Concentration and purification by HPLC (Zorbax XDB C-18 (32) using a gradient of 5-40% acetonitrile/water (containing 0.1% trifluoroacetic acid) afforded the title compound. LCMS: 325 (M+H)+.

Workup

  1. concentrationConcentration and purification by HPLC (Zorbax XDB C-18 (32)

Sources & evidence

ORD record
ord-bc935a6fb1944d6c8024cd084ded12e0
Source dataset
uspto-grants-2015_07
Patent number
US09073922B2

Reaction notes

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