Water → HCID 131721064, compound

HRID 342170Notes

Reaction equation

HRID 342170 reaction equation
[C:1]1([N:7]2[CH:11]=[N:10][C:9]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3/[C:20](=[N:29]\[O:30][CH3:31])/[C:21](OCCCCC)=[O:22])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:32][NH2:33].O>O1CCCC1>[CH3:32][NH:33][C:21](=[O:22])[C:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][O:12][C:9]1[N:10]=[CH:11][N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=1)=[N:29][O:30][CH3:31]

Participants

5

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 141581859HCID 141581859, compound

Product 1

HCID 131721064HCID 131721064, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.5 g (3.6 mmol) of the pentyl ester from Example 13 were dissolved in 50 ml of tetrahydrofuran, and the mixture was treated with 10 ml of 40% strength aqueous monomethylamine solution and stirred at room temperature for 16 hours. It was then treated with water, extracted with methyl tert-butyl ether, and the organic phase was washed with water, dried over sodium sulfate and concentrated in a rotary evaporator. As a residue, 1.1 g (86% yield) of the title compound remained as a yellow oil.

Workup

  1. extractionextracted with methyl tert-butyl ether
  2. washthe organic phase was washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in a rotary evaporator

Sources & evidence

ORD record
ord-0efe611b5eac49159e400eb87d6b9e6e
Source dataset
uspto-grants-1999_01
Patent number
US05856560

Reaction notes

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