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Potassium Carbonate → [2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-thiophen-2-ylmethyl-amine

HRID 8664
Notes
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Reaction equation

HRID 8664 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][CH:27]=[C:26]1[CH2:30][NH2:31]>C(#N)C>[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][NH:31][CH2:30][C:26]2[S:25][CH:29]=[CH:28][CH:27]=2)=[N:12]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 34005(2-Thienylmethyl)amineHCID 219835823-[3-(2-Bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole

Product 1

HCID 23548223[2-(3-Thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-thiophen-2-ylmethyl-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared from 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole, potassium carbonate, C-Thiophen-2-yl-methylamine and acetonitrile essentially as described above in example 18 except that the column is eluted using a graded solvent mixture of 40% ethyl acetate in heptane, to 100% ethyl acetate. Purity by LC/MS (APCI)=100%, [M+H]+=357.

Workup

  1. washis eluted
  2. additiona graded solvent mixture of 40% ethyl acetate in heptane

Sources & evidence

ORD record
ord-31d4c4ba7e91456ba2cba1421a535cbb
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07091199B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes