Acetonitrile → [2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-thiophen-3-yl-methylamine

HRID 8663

Reaction equation

HRID 8663 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[C:15]3[S:16][CH:17]=[CH:18][C:14]=3[O:13][N:12]=2)[CH:8]=[CH:9][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[S:25]1[CH:29]=[CH:28][C:27]([NH:30][CH3:31])=[CH:26]1.C(#N)C>O>[O:13]1[C:14]2[CH:18]=[CH:17][S:16][C:15]=2[C:11]([C:7]2[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=2)[O:4][CH2:3][CH2:2][N:30]([C:27]2[CH:28]=[CH:29][S:25][CH:26]=2)[CH3:31])=[N:12]1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 642344N-methylthiophen-3-amineHCID 219835823-[3-(2-Bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole

Product 1

HCID 69652881[2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-thiophen-3-yl-methylamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared from 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole, potassium carbonate, thiophen-3-yl-methylamine (prepared according to Synthetic Metals, 26 (1988)153–168) and acetonitrile essentially as described above in example 18, except that water (0.40 mL) is added to the reaction mixture before heating. Purity by LC/MS (APCI)=100%, [M+H]+=357.

Workup

  1. additionis added to the reaction mixture
  2. temperaturebefore heating

Sources & evidence

ORD record
ord-9c632d1f03ef4ea1ad693653be4afc16
Source dataset
uspto-grants-2006_08
Patent number
US07091199B1

Linked notes

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