5-(1-Phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-carboxylic acid → 5-(1-Phenylcyclopropyl)thiazolo[5,4-b]pyridine

HRID 1177403Notes

Reaction equation

HRID 1177403 reaction equation
[C:1]1([C:7]2([C:10]3[N:15]=[C:14]4[S:16][C:17](C(O)=O)=[N:18][C:13]4=[CH:12][CH:11]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C1COCC1>[C:1]1([C:7]2([C:10]3[N:15]=[C:14]4[S:16][CH:17]=[N:18][C:13]4=[CH:12][CH:11]=3)[CH2:8][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 671116745-(1-Phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-carboxylic acid

Product 1

HCID 591748745-(1-Phenylcyclopropyl)thiazolo[5,4-b]pyridine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-carboxylic acid (1.16 g, 3.91 mmol) in THF (78.0 mL) was stirred at 60° C. for 30 min. The reaction solution was then concentrated in vacuo, and the residue was chromatographically purified (silica gel, 0-45% EtOAc/Hexanes) to furnish 5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine as a light-yellow solid. MS (ESI) m/z: Calculated: 252.1; Observed: 253.0 (M++1).

Workup

  1. concentrationThe reaction solution was then concentrated in vacuo
  2. customthe residue was chromatographically purified (silica gel, 0-45% EtOAc/Hexanes)

Sources & evidence

ORD record
ord-500e6c1e70d545c7923e95cfd64ce57d
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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