Ethyl orthoformate → HCID 67091318, compound

HRID 2075685Notes

Reaction equation

HRID 2075685 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([O:18][CH2:19][C:20]3[CH:29]=[C:28]4[C:23]([C:24]([Cl:32])=[CH:25][C:26]([NH:30][NH2:31])=[N:27]4)=[CH:22][CH:21]=3)[CH:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4].[CH:33](OCC)(OCC)OCC>CCO>[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([O:18][CH2:19][C:20]3[CH:29]=[C:28]4[C:23]([C:24]([Cl:32])=[CH:25][C:26]5[N:27]4[CH:33]=[N:31][N:30]=5)=[CH:22][CH:21]=3)[CH:12]=2)[CH2:6][CH2:7][O:8][CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 67091109HCID 67091109, compound

Product 1

HCID 67091318HCID 67091318, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
65 °C

Procedure

To 5c (3.7 mmol) in EtOH (60 mL) was added triethyl orthoformate (10 mL), and the reaction was heated to 65° C. overnight. After cooling to room temperature, the mixture was concentrated, and the residue was purified by silica gel chromatography (100% EtOAc) to give the desired product, 5d.

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated
  3. customthe residue was purified by silica gel chromatography (100% EtOAc)

Sources & evidence

ORD record
ord-da3c164e997a4e798feb9b728f816e3f
Source dataset
uspto-grants-2011_04
Patent number
US07919621B2

Reaction notes

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