Dichloromethane → HCID 58585338, compound

HRID 2252291Notes

Reaction equation

HRID 2252291 reaction equation
[C:1]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:6]=[CH:5][C:4]([O:7][C:8]2[C:9](=[O:28])[N:10]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[N:11]=[CH:12][C:13]=2[N:14]2[CH2:19][CH2:18][C:17](=[O:20])[CH2:16][CH2:15]2)=[CH:3][CH:2]=1.[BH4-].[Na+].ClCCl>CO>[C:1]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:2]=[CH:3][C:4]([O:7][C:8]2[C:9](=[O:28])[N:10]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[N:11]=[CH:12][C:13]=2[N:14]2[CH2:15][CH2:16][CH:17]([OH:20])[CH2:18][CH2:19]2)=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 4311764Sodium borohydrideHCID 58585409HCID 58585409, compound

Product 1

HCID 58585338HCID 58585338, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.2 g (0.424 mmol) of the compound from Example 14 are dissolved in 7 ml of methanol and, at room temperature, 50 mg (1.3 mmol) of sodium borohydride are added in portions. Stirring for 2 h is followed by dilution with dichloromethane, washing with saturated ammonium chloride solution, drying over sodium sulfate and concentration. The crude product is stirred with 25 ml of boiling methanol and then cooled and filtered off with suction.

Workup

  1. washwashing with saturated ammonium chloride solution
  2. dry with materialdrying over sodium sulfate and concentration
  3. stirringThe crude product is stirred with 25 ml of boiling methanol
  4. temperaturecooled
  5. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-21ac86cd5a0648b4806e721de06911ed
Source dataset
uspto-grants-2008_01
Patent number
US07320977B2

Reaction notes

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