1H-Indazol-6-amine → HCID 25195801, compound

HRID 645680Notes

Reaction equation

HRID 645680 reaction equation
Cl[C:2]1[N:3]=[C:4](Cl)[C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.[NH2:12][C:13]1[CH:21]=[C:20]2[C:16]([CH:17]=[N:18][NH:19]2)=[CH:15][CH:14]=1>C(O)CCC>[NH:19]1[C:20]2[C:16](=[CH:15][CH:14]=[C:13]([NH:12][C:2]3[N:3]=[C:4]([NH:12][C:13]4[CH:21]=[C:20]5[C:16]([CH:17]=[N:18][NH:19]5)=[CH:15][CH:14]=4)[C:5]4[CH:10]=[CH:9][NH:8][C:6]=4[N:7]=3)[CH:21]=2)[CH:17]=[N:18]1

Participants

4

Reactant 2

HCID 814231H-Indazol-6-amineHCID 141168712,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 25195801HCID 25195801, compoundYield 8.3%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
116 °C

Procedure

A mixture of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (90 mg, 0.48 mmol) and 6-aminoindazole (127 mg, 0.95 mmol) in n-butyl alcohol (n-BuOH) (4 mL) was stirred at 116° C. overnight. The mixture was purified by reverse phase HPLC using a gradient of 7-50% CH3CN in water over 10 min. The title compound was recovered to give a powder (15 mg). MS 382.4 (M+H) (Compound 4-1).

Workup

  1. customThe mixture was purified by reverse phase HPLC
  2. customover 10 min
  3. customThe title compound was recovered

Sources & evidence

ORD record
ord-9aa98ef6d28947f49a22e94fabfc3cd2
Source dataset
uspto-grants-2010_04
Patent number
US07705004B2

Reaction notes

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