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4,N,N-Trimethylbenzamide → isopropyl 5-p-toluoyl-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

HRID 372227
Notes
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Reaction equation

HRID 372227 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[CH:8]([C:9]([O:11][CH:12]([CH3:14])[CH3:13])=[O:10])[CH2:7][CH2:6][N:5]2[CH:15]=1.CN(C)[C:18]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)=[O:19]>>[CH:12]([O:11][C:9]([CH:8]1[CH2:7][CH2:6][N:5]2[C:15]([C:18]([C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=3)=[O:19])=[C:2]([CH3:1])[CH:3]=[C:4]12)=[O:10])([CH3:13])[CH3:14]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 841794,N,N-TrimethylbenzamideHCID 12795099isopropyl 1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Product 1

HCID 13780958isopropyl 5-p-toluoyl-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate

Procedure

In accordance with the method of Example 8, isopropyl 1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate is condensed with N,N-dimethyl-p-toluamide, to produce isopropyl-5-p-toluoyl-1,2-dihydro-6-methyl-3H-pyrrolo[1,2-a]pyrrole-1-carboxylate (XI, R = CH3, R1 = p-CH3, R2 = iC3H7).

Sources & evidence

ORD record
ord-77d3fde4932c4133b34d4240e81c3161
Source dataset
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04089969

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes