HCID 86649166, compound → HCID 59624928, compound

HRID 1925518Notes

Reaction equation

HRID 1925518 reaction equation
[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:15]=[C:16]([CH2:20][C@H:21]([NH:23][CH2:24][C@@H:25]([C:27]4[CH:28]=[CH:29][C:30]([O:36]CC5C=CC=CC=5)=[C:31]([NH:33][CH:34]=[O:35])[CH:32]=4)[OH:26])[CH3:22])[CH:17]=[CH:18][CH:19]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>[Pd]>[C:1]12([CH2:11][CH2:12][O:13][C:14]3[CH:15]=[C:16]([CH2:20][C@H:21]([NH:23][CH2:24][C@@H:25]([C:27]4[CH:28]=[CH:29][C:30]([OH:36])=[C:31]([NH:33][CH:34]=[O:35])[CH:32]=4)[OH:26])[CH3:22])[CH:17]=[CH:18][CH:19]=3)[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

3

Reactant 1

HCID 86649166HCID 86649166, compound

Product 1

HCID 59624928HCID 59624928, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Obtained from Intermediate 68 (0.24 g, 0.41 mmol) and palladium on charcoal (10%, 0.04 g) by the same procedure described in Example 1 (reaction time: 2 hours). The crude was purified by column chromatography with silica gel, eluting with methylen chloride/methanol (form 98:2 to 90:10) to give the title compound as a solid (0.07 g, 38%).

Workup

  1. customdescribed in Example 1 (reaction time: 2 hours)
  2. customThe crude was purified by column chromatography with silica gel
  3. washeluting with methylen chloride/methanol (form 98:2 to 90:10)

Sources & evidence

ORD record
ord-b09cafad63cd4d57b4a86fc43c02266c
Source dataset
uspto-grants-2012_05
Patent number
US08178679B2

Reaction notes

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