Sodium hydride → HCID 86615806, compound

HRID 2241576Notes

Reaction equation

HRID 2241576 reaction equation
[F:1][C:2]1([CH2:6][NH:7][C:8]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH:27]([CH3:29])[CH3:28])[CH2:23][CH2:22]2)=[O:20])=[CH:14][CH:13]=3)=[O:9])[CH2:5][O:4][CH2:3]1.[H-].[Na+].[CH:32]1([CH2:35]Br)[CH2:34][CH2:33]1>CN(C)C=O>[F:1][C:2]1([CH2:6][NH:7][C:8]([C:10]2[N:11]([CH2:35][CH:32]3[CH2:34][CH2:33]3)[C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH:27]([CH3:29])[CH3:28])[CH2:23][CH2:22]2)=[O:20])=[CH:14][CH:13]=3)=[O:9])[CH2:3][O:4][CH2:5]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 86615807HCID 86615807, compound

Product 1

HCID 86615806HCID 86615806, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was synthesized in analogy to example 51, from 5-(4-isopropyl-piperazine-1-carbonyl)-1H-indole-2-carboxylic acid (3-fluoro-oxetan-3-ylmethyl)-amide, sodium hydride and cyclopropylmethyl bromide in N,N-dimethylformamide, to give the desired product as a colorless foam (40%).

Sources & evidence

ORD record
ord-dada3b81588442f0a682689d4e6e1d34
Source dataset
uspto-grants-2010_05
Patent number
US07723325B2

Reaction notes

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