Trifluoroacetic acid → 1-(3-methoxybutan-2-yl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

HRID 1527082Notes

Reaction equation

[CH3:1][O:2][CH:3]([CH3:23])[CH:4]([N:6]1[C:10]2=[N:11][CH:12]=[CH:13][CH:14]=[C:9]2[C:8]([C:15]([O:17]C(C)(C)C)=[O:16])=[C:7]1[CH3:22])[CH3:5].FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:1][O:2][CH:3]([CH3:23])[CH:4]([N:6]1[C:10]2=[N:11][CH:12]=[CH:13][CH:14]=[C:9]2[C:8]([C:15]([OH:17])=[O:16])=[C:7]1[CH3:22])[CH3:5]

Participants

Conditions

Temperature: 27 °C

Procedure

To the pre-cooled solution of tert-butyl 1-(3-methoxybutan-2-yl)-2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (3.0 g, 9.42 mmol) in CH2Cl2 (20 mL) was added trifluoroacetic acid (20 mL) dropwise. The solution was stirred at 27° C. for 1.5 hours. The solvent was removed under vacuum at 27° C. The residue was used for next step without purified. LCMS (M+H+) m/z: calcd 263.30. found 262.9.

Workup

customThe solvent was removed under vacuum at 27° C
customwithout purified

Sources & evidence

ORD record: ord-88b151a5c50d4f99b617d7ba0038bdef
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085583B2

Reaction notes

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