Sodium hydride → HCID 68710775, compound

HRID 2239350Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH:3]1[CH2:9][OH:10].[H-].[Na+].F[C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[C:17]#[N:18]>>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH:3]1[CH2:9][O:10][C:14]1[CH:15]=[C:16]([CH:19]=[CH:20][CH:21]=1)[C:17]#[N:18]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 678803-Fluorobenzonitrile

HCID 2779170(1,4-Dimethylpiperazin-2-yl)methanol

Product 1

HCID 68710775HCID 68710775, compound

Procedure

The title compound was synthesized according to Example 13a from (1,4-dimethylpiperazin-2-yl)methanol (0.500 g, 3.47 mmol), NaH (0.208 g, 5.20 mmol, 55% in oil) and 3-fluorobenzonitrile (0.441 g, 3.64 mmol) to give the title compound as an oil. Yield: 0.682 g (76%). 1H NMR (400 MHz, CDCl3) δ 7.32-7.38 (m, 1H), 7.20-7.25 (m, 1H), 7.10-7.15 (m, 2H), 3.95-4.06 (m, 2H), 2.77-2.86 (m, 2H), 2.65-2.72 (m, 1H), 2.51-2.58 (m, 1H), 2.37-2.44 (m, 1H), 2.36 (s, 3H), 2.28 (s, 3H), 2.19-2.27 (m, 1H), 2.09-2.17 (m, 1H).

Workup

customThe title compound was synthesized

Sources & evidence

ORD record: ord-c446cb55c2e44378950a1bbb64bbaa2c
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723331B2

Reaction notes

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