Hydrochloric Acid → HCID 57781031, compound

HRID 1011235Notes

Reaction equation

HRID 1011235 reaction equation
CO.[OH-].[Na+].[CH2:5]([O:7][C:8]1[C:9]([N:41]2[CH2:46][CH2:45][CH:44]([C:47]([O:49]CC)=[O:48])[CH2:43][CH2:42]2)=[C:10]([F:40])[CH:11]=[C:12]2[C:17]=1[N:16]([CH2:18][C:19]([F:22])([F:21])[F:20])[CH:15]=[C:14]([C:23]([NH:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][C:34]([F:37])([F:36])[F:35])=[CH:29][C:28]=1[CH3:38])=[O:24])[C:13]2=[O:39])[CH3:6].Cl>O.CN(C=O)C>[CH2:5]([O:7][C:8]1[C:9]([N:41]2[CH2:42][CH2:43][CH:44]([C:47]([OH:49])=[O:48])[CH2:45][CH2:46]2)=[C:10]([F:40])[CH:11]=[C:12]2[C:17]=1[N:16]([CH2:18][C:19]([F:22])([F:21])[F:20])[CH:15]=[C:14]([C:23]([NH:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][C:34]([F:35])([F:36])[F:37])=[CH:29][C:28]=1[CH3:38])=[O:24])[C:13]2=[O:39])[CH3:6]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 57780939HCID 57780939, compound

Product 1

HCID 57781031HCID 57781031, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

2 ml of methanol, 2.5 ml of DMF and 2 ml of a sodium hydroxide solution (2N) are added to 85 mg (0.126 mmol) of the compound of Example 78. The mixture is stirred for 1 h at room temperature, acidified with 1N-HCl to pH 1, diluted with water and extracted three times with ethyl acetate. The combined organic phases are washed with a saturated sodium chloride solution, dried over sodium sulfate and freed from the solvent on a rotary evaporator. The residue is dried under high vacuum. 81 mg of the title compound are obtained (96% of theory).

Workup

  1. extractionextracted three times with ethyl acetate
  2. washThe combined organic phases are washed with a saturated sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. customfreed from the solvent on a rotary evaporator
  5. customThe residue is dried under high vacuum

Sources & evidence

ORD record
ord-a8c910caca0c4cfeb49b05f67fafb4ae
Source dataset
uspto-grants-2011_07
Patent number
US07977349B2

Reaction notes

Loading…