Water → HCID 59625812, compound

HRID 2365359Notes

Reaction equation

HRID 2365359 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-290628aceb544bfe9e521294def6df0a
Source dataset
uspto-grants-2014_04
Patent number
US08697684B2

Reaction notes

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