Triethylamine → 7-[5-(4-Fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl methanesulfonate

HRID 336537Notes

Reaction equation

HRID 336537 reaction equation
C(N(CC)CC)C.[S:8](Cl)([CH3:11])(=[O:10])=[O:9].[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[CH:22][C:23]([N:26]3[CH2:35][CH2:34][C:29]4([CH2:32][CH:31]([OH:33])[CH2:30]4)[CH2:28][CH2:27]3)=[N:24][CH:25]=2)=[CH:16][CH:15]=1>ClCCl>[CH3:11][S:8]([O:33][CH:31]1[CH2:30][C:29]2([CH2:34][CH2:35][N:26]([C:23]3[CH:22]=[CH:21][C:20]([C:17]4[CH:16]=[CH:15][C:14]([F:13])=[CH:19][CH:18]=4)=[CH:25][N:24]=3)[CH2:27][CH2:28]2)[CH2:32]1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 687595777-[5-(4-Fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]nonan-2-ol

Product 1

HCID 866606417-[5-(4-Fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]non-2-yl methanesulfonateYield 99.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The process is performed according to the procedure described in Example 6 (step 6.2.). 3.25 mL (23.34 mmol) of triethylamine and then 0.91 mL (11.67 mmol) of mesyl chloride are added to a solution of 2.43 g (7.78 mmol) of 7-[5-(4-fluorophenyl)pyridin-2-yl]-7-azaspiro[3.5]nonan-2-ol, obtained in step 10.2., in 25 mL of dichloromethane. 3.03 g of product are obtained in the form of a yellow oil, which is used without further purification in the following step.

Workup

  1. customobtained in step 10.2

Sources & evidence

ORD record
ord-2b1700122f4347f9ad082c2b1790b87c
Source dataset
uspto-grants-2014_11
Patent number
US08889702B2

Reaction notes

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