Sodium hydride → 2-Cyclopropylmethyl-7-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

HRID 506751Notes

Reaction equation

[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:23]=[C:22]3[C:14]([N:15]4[C:20](=[CH:21]3)[C:19](=[O:24])[NH:18][CH2:17][CH2:16]4)=[N:13][CH:12]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].Br[CH2:26][CH:27]1[CH2:29][CH2:28]1.[H-].[Na+]>>[CH:27]1([CH2:26][N:18]2[CH2:17][CH2:16][N:15]3[C:20](=[CH:21][C:22]4[C:14]3=[N:13][CH:12]=[C:11]([O:10][CH:7]3[CH2:6][CH2:5][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:9][CH2:8]3)[CH:23]=4)[C:19]2=[O:24])[CH2:29][CH2:28]1

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 81503Bromomethylcyclopropane

HCID 166790297-(1-Isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

Product 1

HCID 684640332-Cyclopropylmethyl-7-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-oneYield 85%

Procedure

The title compound was synthesized in analogy to example 17, from 7-(1-isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one (example 84), 1-(bromomethyl)cyclopropane and sodium hydride, to give the desired product as a colorless solid (85%).

Sources & evidence

ORD record: ord-9dc41778497e412a985607fcadfeedee
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07786109B2

Reaction notes

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