Diethyl (dimethylamino)propanedioate → 1,2,5,6-Tetrahydro-N,N-dimethyl-4H-pyrrolo(3,2,1-ij)quinolin-5-amine

HRID 327481

Reaction equation

HRID 327481 reaction equation
Br[CH2:2][C:3]1[C:11]2[N:10]=[CH:9]N(C(OC(C)(C)C)=O)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH3:19][N:20]([CH:22]([C:28](OCC)=O)[C:23](OCC)=O)[CH3:21].C(N(C(C(OCC)=O)C(OCC)=O)CCC)CC>>[CH3:19][N:20]([CH3:21])[CH:22]1[CH2:28][C:7]2[C:11]3=[C:3]([CH2:2][CH2:9][N:10]3[CH2:23]1)[CH:4]=[CH:5][CH:6]=2

Participants

4

Reactant 3

HCID 2801725Diethyl (dimethylamino)propanedioateHCID 15744964tert-Butyl 4-(bromomethyl)-1H-benzo[d]imidazole-1-carboxylateHCID 15744966Diethyl (dipropylamino)propanedioate

Product 1

HCID 112064681,2,5,6-Tetrahydro-N,N-dimethyl-4H-pyrrolo(3,2,1-ij)quinolin-5-amine

Procedure

This compound was prepared by following the procedure of Example 18, but substituting t-butyl 2,3-dihydro-7-(bromomethyl)-1H-indole-1-carboxylate for t-butyl 4-(bromomethyl)-1H-benzimidazole-1-carboxylate and diethyl (dimethylamino)malonate for diethyl (dipropylamino)malonate.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-4234ba514b1847309c9d4ffc7db27670
Source dataset
uspto-grants-1993_12
Patent number
US05273975

Linked notes

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