Water → HCID 59625812, compound

HRID 2365679Notes

Reaction equation

HRID 2365679 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[NH:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:5]([O:7][CH3:8])=[O:6].[CH:20](OC)(OC)OC.O>CN(C=O)C>[F:19][C:16]1[CH:17]=[CH:18][C:13]([N:12]2[C:11]3[CH:10]=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=3[N:1]=[CH:20]2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9005Trimethyl orthoformateHCID 59625705HCID 59625705, compound

Product 1

HCID 59625812HCID 59625812, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 60d (0.18 g, 0.693 mmol) and trimethyl orthoformate (0.7 mL, 6.39 mmol) in DMF (2 mL) was refluxed for 5 h and then cooled to room temperature. Water was added to the mixture. The resulting solid was filtered, washed, with water, and dried. The crude product 60e was used in the next reaction without purification. MS m/z (M+H+) 271.1.

Workup

  1. temperaturewas refluxed for 5 h
  2. filtrationThe resulting solid was filtered
  3. washwashed, with water
  4. customdried
  5. customThe crude product 60e was used in the next reaction without purification

Sources & evidence

ORD record
ord-70ca79119a934718bbef07af4240208c
Source dataset
uspto-grants-2014_04
Patent number
US08697683B2

Reaction notes

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