Trifluoroacetic acid → 2-(3-Acetyl-1H-indazol-1-yl)acetic acid

HRID 1052098Notes

Reaction equation

HRID 1052098 reaction equation
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH2:13][C:14]([O:16]C(C)(C)C)=[O:15])[N:5]=1)(=[O:3])[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl.CO>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH2:13][C:14]([OH:16])=[O:15])[N:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68283733tert-butyl 2-(3-acetyl-1H-indazol-1-yl)acetate

Product 1

HCID 682847152-(3-Acetyl-1H-indazol-1-yl)acetic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent2×

Procedure

To a solution of tert-butyl 2-(3-acetyl-1H-indazol-1-yl)acetate (4 g, 12.4 mmol) in CH2Cl2 (45 mL) was added TFA (15 mL, 195.0 mmol), and the reaction mixture was stirred at RT overnight. Then was then diluted with CH2Cl2 and MeOH, and volatiles were evaporated under reduced pressure to afford the title compound: MS: 219 [M+H]+; tR (HPLC conditions d): 2.78 min.

Workup

  1. customwere evaporated under reduced pressure

Sources & evidence

ORD record
ord-c9ec591230b244e9bc7792b5d70bb29e
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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