Acetonitrile → 2,8-Diazaspiro[4.5]decane-2-carboxylic acid, 8-(methylsulfonyl)-, 1,1-dimethylethyl ester

HRID 969197Notes

Reaction equation

HRID 969197 reaction equation
C(N(CC)C(C)C)(C)C.Cl.[CH2:11]1[C:15]2([CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH2:14][CH2:13][N:12]1[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22].C(#N)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>>[CH3:31][S:32]([N:18]1[CH2:17][CH2:16][C:15]2([CH2:11][N:12]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:13][CH2:14]2)[CH2:20][CH2:19]1)(=[O:34])=[O:33]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 666620882-Boc-2,8-Diazaspiro[4.5]decane hydrochloride

Product 1

HCID 666627142,8-Diazaspiro[4.5]decane-2-carboxylic acid, 8-(methylsulfonyl)-, 1,1-dimethylethyl ester

Procedure

N,N-Diisopropylethylamine (30.0 μL, 0.000172 mol) was added to tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate hydrochloride (18.5 mg, 0.0000668 mol) in acetonitrile (1.0 mL, 0.019 mol), followed by methanesulfonyl chloride (10.0 μL, 0.000129 mol). After stirring for 1 h the solvent was evaporated, and the residue was dried under high vacuum and was used in the next step without further purification.

Workup

  1. customwas evaporated
  2. customthe residue was dried under high vacuum
  3. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-e5df8b59b590450b98423afeff3a5742
Source dataset
uspto-grants-2007_12
Patent number
US07304081B2

Reaction notes

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