HCID 67354184, compound → HCID 67352882, compound

HRID 1478916Notes

Reaction equation

HRID 1478916 reaction equation
[CH3:1][S:2]([CH2:5][N:6]1[C:14]2[CH:13]=[C:12]([C:15]([O:17]C(C)(C)C)=[O:16])[N:11]=[CH:10][C:9]=2[CH:8]=[CH:7]1)(=[O:4])=[O:3]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH3:1][S:2]([CH2:5][N:6]1[C:14]2[CH:13]=[C:12]([C:15]([OH:17])=[O:16])[N:11]=[CH:10][C:9]=2[CH:8]=[CH:7]1)(=[O:3])=[O:4]

Participants

4

Reactant 1

HCID 67354184HCID 67354184, compound

Product 1

HCID 67352882HCID 67352882, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of tert-butyl 1-(methylsulfonylmethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (8B, 820 mg, 2.7 mmol) in DCM (5 ml) and TFA (5 ml) was stirred at 50° C. for 15 h. The mixture was concentrated in vacuo to give 1-(methylsulfonylmethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylic acid (8C, 650 mg, 2.6 mmol, 97% yield) as a brown oil. The material was used for next reaction without further purifications. ESI-MS: m/z 255.1 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-d2724aa375904d018373dca764a5b913
Source dataset
uspto-grants-2016_08
Patent number
US09403819B2

Reaction notes

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