HCID 57842918, compound → HCID 57842602, compound

HRID 735574Notes

Reaction equation

HRID 735574 reaction equation
C(OC([NH:11][CH2:12][C:13]1[CH:14]=[C:15]([NH:24][C:25](=[O:50])[N:26]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([CH:36]([NH:40][C:41]3[CH:46]=[CH:45][CH:44]=[C:43]([C:47](=[O:49])[NH2:48])[CH:42]=3)[C:37]([OH:39])=[O:38])=[CH:32][CH:31]=2)[CH3:27])[CH:16]=[CH:17][C:18]=1[S:19]([CH2:22][CH3:23])(=[O:21])=[O:20])=O)C1C=CC=CC=1>C1COCC1.CO.CCOC(C)=O.Cl.[Pd]>[NH2:11][CH2:12][C:13]1[CH:14]=[C:15]([NH:24][C:25](=[O:50])[N:26]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][C:33]([CH:36]([NH:40][C:41]3[CH:46]=[CH:45][CH:44]=[C:43]([C:47](=[O:49])[NH2:48])[CH:42]=3)[C:37]([OH:39])=[O:38])=[CH:32][CH:31]=2)[CH3:27])[CH:16]=[CH:17][C:18]=1[S:19]([CH2:22][CH3:23])(=[O:21])=[O:20]

Participants

5

Reactant 1

HCID 57842918HCID 57842918, compound

Product 1

HCID 57842602HCID 57842602, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 19895526THF ethyl acetate methanolSolvent

Procedure

A solution of 28G (225 mg, 0.32 mmol) in THF/MeOH/EtOAc (1:1:1) and HCl (1.0 M, 1.5 mL) with Pd/C (50 mg, 10%) was stirred under H2 (60 psi) for 20 h. The mixture was filtered through Celite and concentrated in vacuo to yield 28H (160 mg, 83%). MS (ESI) m/z 568.3 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated in vacuo
  3. customto yield 28H (160 mg, 83%)

Sources & evidence

ORD record
ord-139ff56184b146bbbceb2dd0caa2c28d
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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