HCID 59783679, compound → HCID 59783700, compound

HRID 1946613Notes

Reaction equation

HRID 1946613 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[C:10](/[CH:13]=[CH:14]/[C:15]([O:17][CH3:18])=[O:16])[CH:11]=[CH:12][C:7]=2[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:5][CH2:4][C:3]1=[O:25]>CO>[CH3:1][N:2]1[C:8]2[CH:9]=[C:10]([CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])[CH:11]=[CH:12][C:7]=2[C:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:5][CH2:4][C:3]1=[O:25]

Participants

3

Reactant 1

HCID 59783679HCID 59783679, compound

Product 1

HCID 59783700HCID 59783700, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Title compound 358 (410 mg, 1.23 mmol) was dissolved in methanol (30 mL) and Pd(C) (250 mg) was added. The reaction mixture was stirred under hydrogen atmosphere for 2 hours. The catalyst was filtered off and the filtrate was evaporated to afford title compound 360 (370 mg, 90%) as a clear oil. 1H NMR (DMSO-d6) δ (ppm): 7.65-7.61 (m, 1H), 7.55 (d, J=8.0 Hz, 1H), 7.44 (d, J=8.4 Hz, 2H), 7.28-7.22 (m, 4H), 4.51 (d, J=10.6 Hz, 1H), 3.69 (d, J=10.8 Hz, 1H), 3.56 (s, 3H), 3.29 (s, 3H), 2.88 (t, J=7.5 Hz, 2H), 2.64 (t, J=7.5 Hz, 2H).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-cf81e08b0450462794ddcb56a5e6f503
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

Loading…