Bromine → HCID 178519652, compound

HRID 913873Notes

Reaction equation

HRID 913873 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([CH:11]=[O:12])[CH:10]=1)[NH:7][N:6]=[CH:5]2.[Br:13]Br>C(O)(=O)C.C(Cl)Cl>[Br:13][C:5]1[C:4]2[C:8](=[C:9]([CH:11]=[O:12])[CH:10]=[C:2]([Cl:1])[CH:3]=2)[NH:7][N:6]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 575461125-chloro-1H-indazole-7-carbaldehyde

Product 1

HCID 178519652HCID 178519652, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

To a mixture of 5-chloro-1H-indazole-7-carbaldehyde (1.0 g, 5.54 mmol) in acetic acid (5 mL) was added bromine (0.43 mL, 8.31 mmol) slowly over 5 min. After 1 h, the reaction mixture was diluted with methylene chloride, washed with water (2×), saturated sodium thiosulfate (2×), saturated sodium bicarbonate (2×), then brine (2×), dried over sodium sulfate, and concentrated to afford 1.4 g (97%) as a yellow powder. LC/MS (HPLC method 1): tR=2.49 min, 261.00(MH)+.

Workup

  1. washwashed with water (2×), saturated sodium thiosulfate (2×), saturated sodium bicarbonate (2×)
  2. dry with materialbrine (2×), dried over sodium sulfate
  3. concentrationconcentrated
  4. customto afford 1.4 g (97%) as a yellow powder

Sources & evidence

ORD record
ord-e886c1a52e114906959d66176f4b067e
Source dataset
uspto-grants-2011_09
Patent number
US08026257B2

Reaction notes

Loading…