4,N,N-Trimethylbenzamide → Isopropyl 3-p-toluoyl-2-methyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate

HRID 648011Notes

Reaction equation

HRID 648011 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[CH:9]([C:10]([O:12][CH:13]([CH3:15])[CH3:14])=[O:11])[CH2:8][CH2:7][CH2:6][N:5]2[CH:16]=1.CN(C)[C:19]([C:21]1[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=1)=[O:20]>>[C:24]1([CH3:27])[CH:25]=[CH:26][C:21]([C:19]([C:16]2[N:5]3[CH2:6][CH2:7][CH2:8][CH:9]([C:10]([O:12][CH:13]([CH3:14])[CH3:15])=[O:11])[C:4]3=[CH:3][C:2]=2[CH3:1])=[O:20])=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 841794,N,N-TrimethylbenzamideHCID 20483695Isopropyl 2-methyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate

Product 1

HCID 20483828Isopropyl 3-p-toluoyl-2-methyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate

Procedure

In accordance with the method of Example 8, isopropyl 2-methyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate is condensed with N,N-dimethyl-p-toluamide, to produce isopropyl 3-p-toluoyl-2-methyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate (XI, R=CH3, L=p-CH3, R2 =iC3H7, n=1).

Sources & evidence

ORD record
ord-60de4a9bfa614066926891edab339b51
Source dataset
uspto-grants-1983_10
Patent number
US04410534

Reaction notes

Loading…