Sodium hydride → HCID 13851471, compound

HRID 365157Notes

Reaction equation

HRID 365157 reaction equation
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[CH:6][C:7](F)=[C:8]([CH:24]=1)[CH2:9][N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH:15]([CH:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)[OH:16]>>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[O:16][CH:15]([CH:17]3[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]3)[C:11]3=[CH:12][CH:13]=[CH:14][N:10]3[CH2:9][C:8]=2[CH:24]=1

Participants

3

Reactant 2

HCID 24758Sodium hydrideHCID 70380049HCID 70380049, compound

Product 1

HCID 13851471HCID 13851471, compound

Conditions

Temperature
70 °C

Procedure

To a suspension of sodium hydride (60% in oil, washed once with hexane) in 75 ml of 25% DMF/benzene mixture was added a solution of [1-(5-chloro-2-fluorobenzyl)-2-pyrryl]-[(1-methyl)piperidin-4-yl]methanol (83.7 g, 0.248 mole in 200 ml 25% DMF/benzene). This was heated at 70° C. for 3.5 hours.

Workup

  1. washwashed once with hexane) in 75 ml of 25% DMF/benzene mixture

Sources & evidence

ORD record
ord-2f394c305c574f16abe26b0ef6071424
Source dataset
uspto-grants-1986_08
Patent number
US04608374

Reaction notes

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