Triacetoxyperiodinane → 3-(7-Bromo-quinolin-4-yl)-2-pyridin-2-yl-5,6-dihydro-pyrrolo[1,2-b]pyrazol-4-one

HRID 8264

Reaction equation

HRID 8264 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[N:15][N:14]4[CH2:23][CH2:24][CH:25]([OH:26])[C:13]=34)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>ClCCl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[C:16]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=4)=[N:15][N:14]4[CH2:23][CH2:24][C:25](=[O:26])[C:13]=34)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 101795483-(7-bromo-quinolin-4-yl)-2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-4-ol

Product 1

HCID 102012673-(7-Bromo-quinolin-4-yl)-2-pyridin-2-yl-5,6-dihydro-pyrrolo[1,2-b]pyrazol-4-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(7-bromo-quinolin-4-yl)-2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-4-ol (89.0 mg, 0.22 mmol) in dry dichloromethane (2 mL) is added Dess-Martin periodinane (301.0 mg, 0.71 mmol) and the resulting mixture stirred for 18 h. The reaction mixture is chromatographed on SiO2 (dichloromethane to 20% methanol in dichloromethane) to yield a yellow solid, 78 mg (88%).

Workup

  1. customThe reaction mixture is chromatographed on SiO2 (dichloromethane to 20% methanol in dichloromethane)
  2. customto yield a yellow solid, 78 mg (88%)

Sources & evidence

ORD record
ord-43ca1bcbc16d469a97431b90b39c825b
Source dataset
uspto-grants-2006_08
Patent number
US07087626B2

Linked notes

Loading…