HCID 18771912, compound → HCID 18772047, compound

HRID 460244Notes

Reaction equation

HRID 460244 reaction equation
[N:1]([CH2:4][C:5]1[N:10]=[C:9]([NH:11][C:12]([NH:14][C:15]2[N:16]=[C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)[S:18][CH:19]=2)=[O:13])[CH:8]=[CH:7][CH:6]=1)=[N+]=[N-]>CCO.[OH-].[OH-].[Pd+2]>[NH2:1][CH2:4][C:5]1[N:10]=[C:9]([NH:11][C:12]([NH:14][C:15]2[N:16]=[C:17]([C:20]3[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=3)[S:18][CH:19]=2)=[O:13])[CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 18771912HCID 18771912, compound

Product 1

HCID 18772047HCID 18772047, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent2×

Conditions

Temperature
45 °C

Procedure

Pd(OH)2 (70 mg, 0.5 mmol) was suspended in EtOH (5 mL) followed by adding N-(6-azidomethyl-2-pyridyl)-N′-[2-(4-pyridinyl)-4-thiazolyl]urea (70 mg, 0.198 mmol, Example 69) in EtOH (8 mL). The resulting mixture was heated at 45° C. under H2 balloon for 3 h. After cooling to RT, the mixture was filtered by passing through 2 layers of pleated filtered papers. Solvent was removed in vacuo to yield the final compound as a yellow solid. MS m/z: 327.3 (M+H). Calc'd. for C15H14N6OS-326.38.

Workup

  1. temperatureAfter cooling to RT
  2. filtrationthe mixture was filtered
  3. filtrationof pleated filtered papers
  4. customSolvent was removed in vacuo

Sources & evidence

ORD record
ord-727b75fd2ee74db79da7fa23bc145419
Source dataset
uspto-grants-2007_03
Patent number
US07196104B2

Reaction notes

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