Acrylamide → HCID 21216831, compound

HRID 1586594Notes

Reaction equation

HRID 1586594 reaction equation
[CH3:1][N:2]1[C:17](=[O:18])[C:16]2[C:15]3[C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[NH:8][C:7]=3[C:6]3[NH:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=4[C:5]=3[C:4]=2[C:3]1=[O:26].[C:27]([NH2:31])(=[O:30])[CH:28]=[CH2:29].C1CCN2C(=NCCC2)CC1>C(#N)C>[C:27]([CH2:28][CH2:29][N:19]1[C:6]2[C:7]3[NH:8][C:9]4[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=4[C:15]=3[C:16]3[C:17](=[O:18])[N:2]([CH3:1])[C:3](=[O:26])[C:4]=3[C:5]=2[C:25]2[C:20]1=[CH:21][CH:22]=[CH:23][CH:24]=2)(=[O:30])[NH2:31]

Participants

5

Reactant 3

HCID 6579AcrylamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 548235012,13-Dihydro-6-methyl-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione

Product 1

HCID 21216831HCID 21216831, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

500 mg (1.47 mmol) 6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole in 50 ml acetonitrile are stirred for 4 days at 20° C. with 1.05 g (14.8 mmol) acrylamide and 0.1 ml DBU. The suspension is evaporated, stirred with 30 ml dichloromethane/methanol (95:5 v/v) and the undissolved crystals are filtered off. 12-(2-carbamoylethyl)-6,7,12,13-tetrahydro-6-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo-[3,4-c]carbazole is obtained in the form of yellow crystals.

Workup

  1. customThe suspension is evaporated
  2. filtrationthe undissolved crystals are filtered off

Sources & evidence

ORD record
ord-50d4df2f29aa4c07a4b8e45be07c61f3
Source dataset
uspto-grants-1999_08
Patent number
US05945440

Reaction notes

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