Water → HCID 5327929, compound

HRID 1421157Notes

Reaction equation

HRID 1421157 reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[C:18](=[O:33])[O:19][C:20](=O)[C:21]=2[C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:24]([CH3:31])[CH:23]=2)=[CH:9]1)(=O)C.O.C[N:36](C=O)C>N>[OH:4][CH2:5][CH2:6][CH2:7][N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[C:18](=[O:33])[NH:36][C:20](=[O:19])[C:21]=2[C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:24]([CH3:31])[CH:23]=2)=[CH:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 6228DimethylformamideHCID 15163047HCID 15163047, compound

Product 1

HCID 5327929HCID 5327929, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 200 mg of 3-[1-(3-acetoxypropyl)-3-indolyl]-4-(1-methyl-3-indolyl)furan-2,5-dione in 1 ml of DMF and 2 ml of 33% aqueous ammonia was heated to 100° C. for 2 hours. 50 ml of water were added and the resulting solid was filtered off, dried and recrystallized from ethyl acetate to give 85 mg of 3-[1-(3-hydroxypropyl)-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 185°-187° C.

Workup

  1. filtrationthe resulting solid was filtered off
  2. customdried
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-de7b0178b120455ab498f668bd244c1f
Source dataset
uspto-grants-2000_06
Patent number
USRE036736

Reaction notes

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