HCID 67070321, compound → HCID 67069921, compound

HRID 2390874Notes

Reaction equation

HRID 2390874 reaction equation
C([O:8][C:9]1[C:14]([C:15]2[CH:16]=[C:17]([C:39]([CH3:42])([CH3:41])[CH3:40])[C:18]([O:37][CH3:38])=[C:19]([NH:21][C:22](=[O:36])[C:23]3[CH:28]=[CH:27][C:26]([NH:29][CH2:30][C:31]([F:34])([F:33])[F:32])=[C:25]([F:35])[CH:24]=3)[CH:20]=2)=[CH:13][CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O.[OH-].[Pd+2].[OH-]>[C:39]([C:17]1[C:18]([O:37][CH3:38])=[C:19]([NH:21][C:22](=[O:36])[C:23]2[CH:28]=[CH:27][C:26]([NH:29][CH2:30][C:31]([F:33])([F:32])[F:34])=[C:25]([F:35])[CH:24]=2)[CH:20]=[C:15]([C:14]2[C:9](=[O:8])[NH:10][CH:11]=[CH:12][CH:13]=2)[CH:16]=1)([CH3:42])([CH3:40])[CH3:41]

Participants

4

Reactant 1

HCID 67070321HCID 67070321, compound

Product 1

HCID 67069921HCID 67069921, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

step 4—To a solution of 320 (86 mg, 0.148 mmol) in a mixture of MeOH/EtOAc (2 mL and 1 mL, respectively) at RT was added 20% palladium (II) hydroxide on carbon (moist) (9 mg, 10 wt. %). The reaction mixture was stirred under 1 atm of H2 for 1.5 h. The reaction mixture was filtered through a plug of CELITE and the pad washed with EtOAc. The filtrate was concentrated to afford 72 mg (99%) of I-251 as a light pink solid.

Workup

  1. filtrationThe reaction mixture was filtered through a plug of CELITE
  2. washthe pad washed with EtOAc
  3. concentrationThe filtrate was concentrated
  4. customto afford 72 mg (99%) of I-251 as a light pink solid

Sources & evidence

ORD record
ord-f20abbe26fb04694a27ca502c8b36933
Source dataset
uspto-grants-2012_09
Patent number
US08273773B2

Reaction notes

Loading…