Acetyl chloride → 8-(Pyridin-4-yl)-2,8-diazaspiro[4.5]decane dihydrochloride

HRID 2387936Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:23][CH2:22][C:10]3([CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]3)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.C([Cl:27])(=O)C>C(O)C>[ClH:27].[ClH:27].[N:1]1[CH:2]=[CH:3][C:4]([N:7]2[CH2:23][CH2:22][C:10]3([CH2:14][NH:13][CH2:12][CH2:11]3)[CH2:9][CH2:8]2)=[CH:5][CH:6]=1

Participants

Conditions

Temperature: 25 °C

Procedure

tert-Butyl 8-(pyridin-4-yl)-2,8-diazaspiro[4.5]decane-2-carboxylate (5.671 mmol, 1 equiv.) was placed in ethanol p.a. (20 ml). Acetyl chloride (28.355 mmol, 3 equiv.) was then added at 0° C., and the resulting mixture was stirred for 16 hours at 25° C. The solvent was concentrated in vacuo and the residue was dried under a high vacuum to yield the desired product. Yield: 1.48 g (90%)

Workup

concentrationThe solvent was concentrated in vacuo
customthe residue was dried under a high vacuum

Sources & evidence

ORD record: ord-239fb6468344441caf1b384fcae42e71
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08269000B2

Reaction notes

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