HCID 68006717, compound → HCID 68006710, compound

HRID 1053905Notes

Reaction equation

HRID 1053905 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15](=[O:16])[CH2:14][CH2:13][C:12]=2[C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:19][CH:18]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[CH:15]([OH:16])[CH2:14][CH2:13][CH:12]2[C:17]2[CH:18]=[CH:19][C:20]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[CH:21][CH:22]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68006717HCID 68006717, compound

Product 1

HCID 68006710HCID 68006710, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of Example 7E (20 mg, 0.049 mmol) and 10% palladium on carbon (5.25 mg, 0.049 mmol) in methanol (4 mL) was stirred at 25° C. under a hydrogen atmosphere (balloon) for 16 hours. The mixture was filtered, and the filtrate was concentrated in vacuo. The residue was directly used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 6.67-7.25 (m, 8H), 6.26 (s, 1H), 4.53 (brs, 1H), 3.52 (brs, 1H), 3.29 (br, 1H), 1.82-2.24 (m, 4H), 1.45 (s, 9H), 1.20 (s, 9H); LC/MS (ESI) m/z 408 (M−H)−.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was directly used in the next step without further purification

Sources & evidence

ORD record
ord-166054af9b06417687abbe9418a8c13c
Source dataset
uspto-grants-2016_07
Patent number
US09394279B2

Reaction notes

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