3-Bromobenzaldehyde → HCID 136374087, compound

HRID 601257Notes

Reaction equation

HRID 601257 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.[Br:25][C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH:29]=O>CN(C)C(=O)C>[Br:25][C:26]1[CH:27]=[C:28]([CH:29]=[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)[CH:31]=[CH:32][CH:33]=1

Participants

4

Reactant 2

HCID 765833-BromobenzaldehydeHCID 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 136374087HCID 136374087, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
25 °C

Procedure

The product of Example 268D (0.115 g, 0.30 mmol) was reacted with 3-bromobenzaldehyde (0.555 g, 3.0 mmol) in N,N-dimethylacetamide (2 mL) in a sealed tube at 135° C. for 30 minutes in a microwave reactor. The reaction was cooled to 25° C. and concentrated under vacuum. The resulting residue was triturated with ethyl acetate (3 mL) and filtered to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-6ab844f3f78b46918a408a41b1c88230
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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