HCID 131729219, compound → HCID 11515217, compound

HRID 1662288Notes

Reaction equation

HRID 1662288 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][N:9]=[C:8]2[N:12]([C@@H:15]3[O:29][C@H:28]([CH2:30][O:31]C(C4C(C)=CC=CC=4)=O)[C@@H:17]([O:18]C(C4C(C)=CC=CC=4)=O)[CH2:16]3)[CH:13]=[N:14][C:7]=12>N>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:11]=[CH:10][N:9]=[C:8]2[N:12]([C@@H:15]3[O:29][C@H:28]([CH2:30][OH:31])[C@@H:17]([OH:18])[CH2:16]3)[CH:13]=[N:14][C:7]=12

Participants

3

Reactant 1

HCID 131729219HCID 131729219, compound

Product 1

HCID 11515217HCID 11515217, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

To 1.33 g (2.40 mmol) of Compound 5, ammonia-saturated methanol (120 ml) was added at 0° C. The solution was stirred at room temperature for 2 hours. After the reaction, the solvent was distilled off and the residue was purified by flash silica gel chromatography using methylene chloride:ethanol (97:3 to 93:7) as an elution solvent to give 717 mg of Compound 6 in a yield of 94%.

Workup

  1. customAfter the reaction
  2. distillationthe solvent was distilled off
  3. customthe residue was purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-d321b9b40d8b425f8054b9834711e67a
Source dataset
uspto-grants-2011_10
Patent number
US08030478B2

Reaction notes

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