HCID 67352869, compound → HCID 67355433, compound

HRID 2405087Notes

Reaction equation

HRID 2405087 reaction equation
[CH:1]1([CH2:4][N:5]2[C:13]3[CH:12]=[C:11]([C:14]([O:16]C(C)(C)C)=[O:15])[N:10]=[CH:9][C:8]=3[CH:7]=[CH:6]2)[CH2:3][CH2:2]1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH:1]1([CH2:4][N:5]2[C:13]3[CH:12]=[C:11]([C:14]([OH:16])=[O:15])[N:10]=[CH:9][C:8]=3[CH:7]=[CH:6]2)[CH2:2][CH2:3]1

Participants

4

Reactant 1

HCID 67352869HCID 67352869, compound

Product 1

HCID 67355433HCID 67355433, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of tert-butyl 1-(cyclopropylmethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (2A, 1.1 g, 4.0 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-(cyclopropylmethyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylic acid (2B, 0.9 g, 4.0 mmol) as a brown oil. The material was used for next reaction without further purifications. ESI-MS: m/z 217.1 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-21612b73ae7946abb402ad763b23f6f3
Source dataset
uspto-grants-2014_08
Patent number
US08802695B2

Reaction notes

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