HCID 178418361, compound → HCID 178454025, compound

HRID 1453609Notes

Reaction equation

HRID 1453609 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:13]1[N:21]=[C:20]([NH:22][C@H:23]3[CH2:28][CH2:27][C@H:26]([NH:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:25][CH2:24]3)[N:19]=[C:18]3[C:14]=1[N:15]=[CH:16][N:17]3[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:8][CH2:7]2)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:13]1[N:21]=[C:20]([NH:22][C@H:23]3[CH2:28][CH2:27][C@H:26]([NH:29][C:30]([O:32][C:33]([CH3:35])([CH3:36])[CH3:34])=[O:31])[CH2:25][CH2:24]3)[N:19]=[C:18]3[C:14]=1[N:15]=[CH:16][N:17]3[C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:8][CH2:7]2

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178454029HCID 178454029, compound

Product 1

HCID 178454025HCID 178454025, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

12.65 g of product obtained in stage 3 above in 130 ml of methanol are introduced into a round-bottomed hydrogenation flask; 500 mg of Pd/C are added and the mixture is stirred under a pressure of 1400 mbar of hydrogen for 12 hours. The mixture is filtered over clarcel and the solvent is then evaporated off. The residue is chromatographed on 600 g of silica, with 60/40 dichloromethane/ethyl acetate as eluent.

Workup

  1. filtrationThe mixture is filtered over clarcel
  2. customthe solvent is then evaporated off
  3. customThe residue is chromatographed on 600 g of silica, with 60/40 dichloromethane/ethyl acetate as eluent

Sources & evidence

ORD record
ord-98fbf33a255942aba4a98aa854b024fc
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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