Tetrahydrofuran → N-benzyl-2,6-dimethyl-1,3,4,4a,5,9b-hexahydroindeno[1,2-c]pyridin-8-amine

Reaction equation

[Al+3:29].[CH2:1]([O:2][C:4](=[O:3])[N:6]1[CH2:7][CH2:8][CH:9]2[CH2:10][c:11]3[c:12]([CH3:27])[cH:13][c:14]([NH:19][CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:15][c:16]3[CH:17]2[CH2:18]1)[CH3:5].[CH2:34]1[O:35][CH2:36][CH2:37][CH2:38]1.[H-:28].[H-:31].[H-:32].[H-:33].[Li+:30]>>[CH3:4][N:6]1[CH2:7][CH2:8][CH:9]2[CH2:10][c:11]3[c:12]([CH3:27])[cH:13][c:14]([NH:19][CH2:20][c:21]4[cH:22][cH:23][cH:24][cH:25][cH:26]4)[cH:15][c:16]3[CH:17]2[CH2:18]1

Participants

Reactant 5

HCID 8028Tetrahydrofuran

HCID 28486Lithium ion

HCID 104727Aluminum Cation

HCID 166653Hydride4×

HCID 68503617Ethyl 8-(benzylamino)-6-methyl-1,3,4,4a,5,9b-hexahydroindeno[1,2-c]pyridine-2-carboxylate

Product 1

HCID 68506710N-benzyl-2,6-dimethyl-1,3,4,4a,5,9b-hexahydroindeno[1,2-c]pyridin-8-amine

Sources & evidence

ORD record: ord-1ab609a4bb1f44e18afcefcd5523f2a3
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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