Diisopropylethylamine → N-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamide

HRID 1695718Notes

Reaction equation

HRID 1695718 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]2[CH:6]=[N:7][NH:8][C:9]=2[CH:10]=1.Cl.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](Cl)=[O:20].CCN(C(C)C)C(C)C>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[C:4]([NH:11][C:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=2)=[O:20])[CH:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 135033Picolinoyl Chloride HydrochlorideHCID 247280636-Bromo-1H-indazol-4-amine

Product 1

HCID 58255852N-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-Bromo-1H-indazol-4-amine (100 mg, 0.47 mmol), 2-pyridinecarbonyl chloride hydrochloride (100 mg, 0.56 mmol) and DIPEA (0.164 ml, 0.94 mmol) were stirred in DCM (10 ml) at RT overnight. The reaction was concentrated in vacuo. The residue was purified by MDAP (Method B) and appropriate fractions were evaporated to give the title compound, 38 mg.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customThe residue was purified by MDAP (Method B) and appropriate fractions
  3. customwere evaporated

Sources & evidence

ORD record
ord-942ef56db10c40e09c283f66ace3f07f
Source dataset
uspto-grants-2012_04
Patent number
US08163743B2

Reaction notes

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