Diethylamine → N-Ethyl-N-{[(2S)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}ethanamine

HRID 38945Notes

Reaction equation

HRID 38945 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.[CH2:28]([NH:30][CH2:31][CH3:32])[CH3:29]>C(#N)C>[CH2:28]([N:30]([CH2:12][C@@H:13]1[O:18][C:17]2[CH:19]=[C:20]([S:24]([CH3:27])(=[O:25])=[O:26])[CH:21]=[C:22]([Cl:23])[C:16]=2[O:15][CH2:14]1)[CH2:31][CH3:32])[CH3:29]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 86652939[(2R)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate

Product 1

HCID 44470297N-Ethyl-N-{[(2S)-5-chloro-7-(methylsulfonyl)-2,3-dihydro-1,4-benzodioxin-2-YL]methyl}ethanamine

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), N-ethylethanamine (0.5 ml), ACN (3 ml). MS m/z (rel. intensity, 70 eV) 333 (M+, 0.2), 98 (3), 87 (7), 86 (bp), 58 (6), 56 (3).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-4c622389e2484bdd9f6701de11bbfbf9
Source dataset
uspto-grants-2013_09
Patent number
US08524766B2

Reaction notes

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