Water → HCID 67094206, compound

HRID 1881237Notes

Reaction equation

HRID 1881237 reaction equation
Br[C:2]1[C:7]2[S:8][C:9]([C:12]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[O:13])=[C:10]([Cl:11])[C:6]=2[CH:5]=[C:4]([O:20][CH3:21])[C:3]=1[O:22][CH3:23].[Cu][C:25]#[N:26].O.C(OCC)(=O)C>CN(C)C=O>[Cl:11][C:10]1[C:6]2[CH:5]=[C:4]([O:20][CH3:21])[C:3]([O:22][CH3:23])=[C:2]([C:25]#[N:26])[C:7]=2[S:8][C:9]=1[C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 67094419HCID 67094419, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 67094206HCID 67094206, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(7-Bromo-3-chloro-5,6-dimethoxy-benzo[b]thiophen-2-yl)-morpholin-4-yl-methanone (0.7 g) and copper(I) cyanide (2.3 g) in N,N-dimethylformamide were irradiated in a microwave oven at 180° C. for 1.5 hours. To the mixture water (40 ml) and ethyl acetate (40 ml) were added. The solid was filtered and the organic phase was evaporated and dried in vacuum. The product was purified by flash chromatography using heptane-ethyl acetate as an eluent.

Workup

  1. filtrationThe solid was filtered
  2. customthe organic phase was evaporated
  3. customdried in vacuum
  4. customThe product was purified by flash chromatography

Sources & evidence

ORD record
ord-600c588827de4610bcd45123a061f6d3
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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