Tetrahydrofuran → 2-tert-Butyl-N-methyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-amine

Reaction equation

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

Participants

Reactant 5

HCID 8028Tetrahydrofuran

HCID 28486Lithium ion

HCID 104727Aluminum Cation

HCID 166653Hydride4×

HCID 57723208Methyl [2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]carbamate

Product 1

HCID 574410762-tert-Butyl-N-methyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-amine

Sources & evidence

ORD record: ord-b0689357502440ecbc176264a9beffc9
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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