Methyl iodide → Methyl 6-bromo-1-methyl-1H-indazole-3-carboxylate

HRID 424815Notes

Reaction equation

[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:14]([OH:16])=[O:15])=[N:7][N:8]2[CH:11](C)C)=[CH:4][CH:3]=1.[CH3:17]OC(C1C2C(=CC=CC=2)NN=1)=O.CI.C(I)(C)C>>[CH3:17][O:16][C:14]([C:6]1[C:5]2[C:9](=[CH:10][C:2]([Br:1])=[CH:3][CH:4]=2)[N:8]([CH3:11])[N:7]=1)=[O:15]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 6362Isopropyl iodide

HCID 657476methyl 1H-indazole-3-carboxylate

HCID 601503096-bromo-1-isopropyl-1H-indazole-3-carboxylic acid

Product 1

HCID 46942338Methyl 6-bromo-1-methyl-1H-indazole-3-carboxylate

Procedure

The title compound is prepared essentially as described in the synthesis of 6-bromo-1-isopropyl-1H-indazole-3-carboxylic acid substituting 6-bromo-1H-indazole-3-carboxylic acid methyl ester for 1H-indazole-3-carboxylic acid methyl ester and methyl iodide for isopropyl iodide ES/MS m/e 268.0 (M+1).

Sources & evidence

ORD record: ord-7d85dff1b86041b299fbc1f5c5fff25e
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08106077B2

Reaction notes

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