Sodium hydride → HCID 16727136, compound

HRID 1437718Notes

Reaction equation

HRID 1437718 reaction equation
[F:1][C:2]1([F:29])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[NH:28][C:13]3=[N:14][CH:15]=[C:16]([O:18][CH:19]4[CH2:24][CH2:23][N:22]([CH:25]([CH3:27])[CH3:26])[CH2:21][CH2:20]4)[CH:17]=[C:12]3[CH:11]=2)=[O:9])[CH2:4][CH2:3]1.[H-].[Na+].[CH:32]1([CH2:35]Br)[CH2:34][CH2:33]1>>[CH:32]1([CH2:35][N:28]2[C:13]3=[N:14][CH:15]=[C:16]([O:18][CH:19]4[CH2:20][CH2:21][N:22]([CH:25]([CH3:27])[CH3:26])[CH2:23][CH2:24]4)[CH:17]=[C:12]3[CH:11]=[C:10]2[C:8]([N:5]2[CH2:6][CH2:7][C:2]([F:1])([F:29])[CH2:3][CH2:4]2)=[O:9])[CH2:34][CH2:33]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 16727356(4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-methanone

Product 1

HCID 16727136HCID 16727136, compoundYield 51%

Procedure

The title compound was synthesized in analogy to example 18 from (4,4-difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-h]pyridin-2-yl]-methanone (example 13), sodium hydride and cyclopropylmethyl bromide, to give the desired product as a light brown oil (51%).

Sources & evidence

ORD record
ord-1df2949e0f574d4aa6e4b6cacb3f7f32
Source dataset
uspto-grants-2009_11
Patent number
US07622466B2

Reaction notes

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