Dimethylformamide → HCID 86747646, compound

HRID 486770Notes

Reaction equation

HRID 486770 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:40][C@@H:39]2[C@@H:10]([CH2:11][C:12]3[N:13]([CH2:38]2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]=3[C:21]2[C:22](=[O:37])[O:23][C:24](=O)[C:25]=2[C:26]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]([CH3:35])[CH:27]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[N:42](C=O)C>N>[C:1]([O:5][C:6]([N:8]1[CH2:40][C@@H:39]2[C@@H:10]([CH2:11][C:12]3[N:13]([CH2:38]2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]=3[C:21]2[C:22](=[O:37])[NH:42][C:24](=[O:23])[C:25]=2[C:26]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]([CH3:35])[CH:27]=2)[CH2:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 86747647HCID 86747647, compound

Product 1

HCID 86747646HCID 86747646, compound

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of 700 mg of cis-3-[2-(tert.butoxy-carbonyl)-2,3,3a,4,11,11a-hexahydro-1H-pyrrolo[3',4':4,5]pyrido[1,2-a]indol-10-yl]-4-(1-methyl-3-indolyl)furan-2,5-dione in 6 ml of DMF and 6 ml of 33% aqueous ammonia was heated to 100° C. for 2.5 hours in a sealed vessel. The mixture was left to cool and the solid formed was filtered off and dried to give 400 mg of cis-3-[2-(tert.butoxycarbonyl)-2,3,3a,4, 11,11a-hexahydro-1H-pyrrolo[3',4':4,5]pyrido[1,2-a]-indol-10-yl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione of melting point 173°-175° C.

Workup

  1. waitThe mixture was left
  2. temperatureto cool
  3. customthe solid formed
  4. filtrationwas filtered off
  5. customdried

Sources & evidence

ORD record
ord-2b041bb07fa24f39bea57e5446b685d9
Source dataset
uspto-grants-1994_03
Patent number
US05292747

Reaction notes

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