Sodium Bicarbonate → HCID 58900307, compound

HRID 2217746Notes

Reaction equation

HRID 2217746 reaction equation
C([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]([OH:42])([CH2:27][C:28]2([C:31]3[CH:36]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:34]=[CH:33][C:32]=3[F:41])[CH2:30][CH2:29]2)[C:14]([NH:16][C:17]2[CH:18]=[C:19]3[C:24](=[CH:25][CH:26]=2)[C:22](=[O:23])[O:21][CH2:20]3)=[O:15])=[CH:7][CH:6]=1)(=O)C.C(=O)(O)[O-].[Na+]>CO.C(OCC)(=O)C>[OH:42][C:13]([C:12]#[C:11][C:8]1[CH:9]=[CH:10][C:5]([OH:4])=[CH:6][CH:7]=1)([CH2:27][C:28]1([C:31]2[CH:36]=[C:35]([C:37]([F:38])([F:40])[F:39])[CH:34]=[CH:33][C:32]=2[F:41])[CH2:29][CH2:30]1)[C:14]([NH:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[C:22](=[O:23])[O:21][CH2:20]2)=[O:15]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 58900314HCID 58900314, compound

Product 1

HCID 58900307HCID 58900307, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of the compound described under 6 (45 mg) in 5 ml of methanol was mixed with sodium bicarbonate (130 mg). Stirring was continued for 2 more hours at 23° C. Then, the reaction mixture was diluted with ethyl acetate. Then, it was washed twice with saturated sodium chloride solution. After drying on sodium sulfate, the crude product was purified on silica gel by column chromatography. 38 mg of product was obtained.

Workup

  1. customwas continued for 2 more hours at 23° C
  2. washThen, it was washed twice with saturated sodium chloride solution
  3. customAfter drying on sodium sulfate
  4. customthe crude product was purified on silica gel by column chromatography

Sources & evidence

ORD record
ord-3e89790ce2fe420586056ce9f27063c7
Source dataset
uspto-grants-2008_08
Patent number
US07408060B2

Reaction notes

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