Azetidine → HCID 44468238, compound

HRID 38952Notes

Reaction equation

HRID 38952 reaction equation
CC1C=CC(S(O[CH2:12][C@@H:13]2[O:18][C:17]3[CH:19]=[C:20]([S:24]([CH3:27])(=[O:26])=[O:25])[CH:21]=[C:22]([Cl:23])[C:16]=3[O:15][CH2:14]2)(=O)=O)=CC=1.[NH:28]1[CH2:31][CH2:30][CH2:29]1>C(#N)C>[Cl:23][C:22]1[C:16]2[O:15][CH2:14][C@H:13]([CH2:12][N:28]3[CH2:31][CH2:30][CH2:29]3)[O:18][C:17]=2[CH:19]=[C:20]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:21]=1

Participants

4

Reactant 2

HCID 10422AzetidineHCID 86652939[(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Product 1

HCID 44468238HCID 44468238, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 57 using [(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate (0.027 g, 0.062 mmol), azetidine (0.1 ml), ACN (3 ml). MS m/z (rel. intensity, 70 eV) 317 (M+, 1), 85 (3), 71 (5), 70 (bp), 68 (2), 63 (3).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-71528d811fdd4980877dfa4965b6c865
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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