HCID 67361561, compound → HCID 67361195, compound

HRID 404400Notes

Reaction equation

HRID 404400 reaction equation
CC(C)(C)C([O:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=2[F:21])=[C:9]([C:22]2[N:26]([CH:27]([CH3:29])[CH3:28])[CH:25]=[N:24][N:23]=2)[CH:8]=1)=O>CO.O>[F:21][C:14]1[CH:15]=[CH:16][C:17]([O:19][CH3:20])=[CH:18][C:13]=1[C:10]1[CH:11]=[CH:12][C:7]([CH2:6][OH:5])=[CH:8][C:9]=1[C:22]1[N:26]([CH:27]([CH3:29])[CH3:28])[CH:25]=[N:24][N:23]=1

Participants

4

Reactant 1

HCID 67361561HCID 67361561, compound

Product 1

HCID 67361195HCID 67361195, compoundYield 213.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a room temperature solution of 29.4 (50 mg, 118 μmol) in MeOH (3.0 mL) was added LiOH monohydrate (1.0 M, 494 μL, 494 μmol). The mixture was stirred at room temperature for 30 minutes, diluted with water, and extracted with 30% IPA/chloroform. After removal of organic solvents under reduced pressure, purification of the residue by flash chromatography on silica gel with 0-10% MeOH/DCM for elution gave 29.5 as colorless solid (86 mg, 89%)

Workup

  1. extractionextracted with 30% IPA/chloroform
  2. customAfter removal of organic solvents
  3. customunder reduced pressure, purification of the residue by flash chromatography on silica gel with 0-10% MeOH/DCM
  4. washfor elution

Sources & evidence

ORD record
ord-edfde653d81a44998b17e377040b5c83
Source dataset
uspto-grants-2014_06
Patent number
US08748462B2

Reaction notes

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