Acetonitrile → Sodium [4-(4-Cyclopropyl-piperazine-1-carbonyl)-phenyl]-hydroxy-methanesulfonate

HRID 560998Notes

Reaction equation

[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]([C:12]3[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=3)=[O:11])[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.C(#N)C.[OH:23][S:24]([O-:26])=[O:25].[Na+:27]>O>[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]([C:12]3[CH:19]=[CH:18][C:15]([CH:16]([OH:17])[S:24]([O-:26])(=[O:25])=[O:23])=[CH:14][CH:13]=3)=[O:11])[CH2:6][CH2:5]2)[CH2:2][CH2:3]1.[Na+:27]

Participants

Conditions

Temperature: 50 °C

Procedure

A 100 mL flask was charged with 4-(4-cyclopropyl-piperazine-1-carbonyl)-benzaldehyde (2.58 g, 10.0 mmol, 1.0 eq), acetonitrile (30 mL), and water (1.0 mL) under nitrogen atmosphere. The reaction mixture was heated to 50° C. A solution of NaHSO3 (1.14 g, 11.0 mol, 1.1 eq) in water (2.0 mL) was added dropwise over 5 min. The reaction mixture was then cooled to 17° C. The product was collected by filtration as a white solid.

Workup

temperatureThe reaction mixture was then cooled to 17° C
filtrationThe product was collected by filtration as a white solid

Sources & evidence

ORD record: ord-4e12e5ce88a74cc4a643a7291e98222f
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063206B2

Reaction notes

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