HCID 178515783, compound → HCID 178518678, compound

HRID 2358258Notes

Reaction equation

HRID 2358258 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:20]3[C:25]([F:26])=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:27])[NH:11][C:12]=2[C:13]2[CH:18]=[CH:17][NH:16][C:15](=[O:19])[CH:14]=2)=[CH:4][CH:3]=1>ClCCCl.C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2=[C:8]3[N:9]=[C:10]([C:20]4[C:25]([F:26])=[CH:24][CH:23]=[CH:22][C:21]=4[Cl:27])[NH:11][C:12]3=[C:13]3[C:14]([C:15](=[O:19])[NH:16][CH:17]=[CH:18]3)=[C:4]2[CH:3]=1

Participants

3

Reactant 1

HCID 178515783HCID 178515783, compound

Product 1

HCID 178518678HCID 178518678, compound

Reagents, catalysts & solvents 1

HCID 229016121,2-Dichloroethane ethanolSolvent

Procedure

The intermediate from Example 1 Step D (2.9 g, 6.55 mmol) was dissolved in 200 mL of a 60:40 mixture of 1,2-dichloroethane-ethanol. The mixture was irradiated under a high intensity light for 3 days. The volatiles were removed in vacuo and the crude material was triturated with DCM and filtered. The product was triturated twice more with EtOAc and filtered. 1 NMR 400 MHz, DMSO-d6: δ14.12 (br, 1H), 11.82 (m, 1H), 10.55(m, 1H), 7.40˜7.90(m, 7H): [M+1]+ 442.

Workup

  1. customThe mixture was irradiated under a high intensity light for 3 days
  2. customThe volatiles were removed in vacuo
  3. customthe crude material was triturated with DCM
  4. filtrationfiltered
  5. customThe product was triturated twice more with EtOAc
  6. filtrationfiltered

Sources & evidence

ORD record
ord-c3f3428cebf64094a475bcb5fd93289f
Source dataset
uspto-grants-2010_07
Patent number
US07763634B2

Reaction notes

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