Cyclopropyl methyl ketone → HCID 136373982, compound

HRID 601220Notes

Reaction equation

HRID 601220 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[NH:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[S:11](=[O:20])(=[O:19])[N:10]=2)=[C:5]([OH:21])[C:4]2[S:22][CH:23]=[CH:24][C:3]1=2.[CH:25]1([C:28](=O)[CH3:29])[CH2:27][CH2:26]1>CN(C)C(=O)C>[CH:25]1([C:28](=[N:1][N:2]2[C:7](=[O:8])[C:6]([C:9]3[NH:14][C:13]4[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=4[S:11](=[O:20])(=[O:19])[N:10]=3)=[C:5]([OH:21])[C:4]3[S:22][CH:23]=[CH:24][C:3]2=3)[CH3:29])[CH2:27][CH2:26]1

Participants

4

Reactant 2

HCID 13004Cyclopropyl methyl ketoneHCID 1363736274-amino-6-(1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-7-hydroxythieno[3,2-b]pyridin-5(4H)-one

Product 1

HCID 136373982HCID 136373982, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
25 °C

Procedure

The product of Example 268D (0.065 g, 0.18 mmol) was reacted with 1-cyclopropylethanone (0.54 g, 6.4 mmol) in N,N-dimethylacetamide (2 mL) in a sealed tube at 135° C. for 120 minutes in a microwave reactor. The reaction was cooled to 25° C. and concentrated under vacuum. The resulting residue was triturated with ethyl acetate/hexane (2:1) and filtered to give the title compound.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe resulting residue was triturated with ethyl acetate/hexane (2:1)
  3. filtrationfiltered

Sources & evidence

ORD record
ord-b9f9a39100a74ec1a2ec7800d43b2030
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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