HCID 76848947, compound → HCID 15982177, compound

HRID 1247454Notes

Reaction equation

HRID 1247454 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[C:20]([O:28][CH2:29][C:30]([O:32]C(C)(C)C)=[O:31])[CH:21]=[C:22]4[C:26]=3[CH2:25][NH:24][C:23]4=[O:27])=[CH:14][CH:13]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1>C(O)(C(F)(F)F)=O>[CH3:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:19]=[C:20]([O:28][CH2:29][C:30]([OH:32])=[O:31])[CH:21]=[C:22]4[C:26]=3[CH2:25][NH:24][C:23]4=[O:27])=[CH:16][CH:17]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 76848947HCID 76848947, compound

Product 1

HCID 15982177HCID 15982177, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of Example 105B (70 mg, 0.14 mmol) in TFA (4 mL) was stirred at room temperature for 4 hours, then concentrated to give the desired product. 1H NMR (500 MHz, DMSO-d6) δ 2.29 (s, 3H); 4.44 (s, 2H); 4.83 (s, 2H); 6.80 (d, J=7.7 Hz, 1H); 7.08 (d, J=2.4 Hz, 1H); 7.17 (t, J=7.7 Hz, 1H); 7.20 (d, J=2.4 Hz, 1H); 7.25 (d, J=8.7 Hz, 1H); 7.31 (s, 1H); 7.56 (m, 4H); 8.65 (s, 1H); 8.64 (s, 1H); 8.82 (s, 1H), 12.45–13.70 (br. s, 1H); MS (ESI(−)) m/e 430.1 (M−H)−.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-9d3d9be54e404935a73d927216ddff61
Source dataset
uspto-grants-2006_10
Patent number
US07129260B2

Reaction notes

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