Phosphorus oxychloride → 5-chloro-3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridine

HRID 34062Notes

Reaction equation

HRID 34062 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[C:15]2=[N:16][CH:17]=[CH:18][CH:19]=[C:14]2[N:13](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[N:12]=1.P(Cl)(Cl)([Cl:41])=O>C1(C)C=CC=CC=1>[Cl:41][C:17]1[N:16]=[C:15]2[C:11]([C:2]3[CH:3]=[CH:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:1]=3)=[N:12][NH:13][C:14]2=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 689327003-(Naphthalen-2-yl)-1-trityl-1H-pyrazolo[4,3-b]pyridine

Product 1

HCID 597969645-chloro-3-naphthalen-2-yl-1H-pyrazolo[4,3-b]pyridine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

After treating 210 mg of 3-(naphthalen-2-yl)-1-trityl-1H-pyrazolo[4,3-b]pyridine obtained by Production example 419 in the similar method as described in Production example 4, 2 mL of residue solution in toluene was added at room temperature with 190 μl of phosphorus oxychloride, and treated in the similar method as described in Production example 28, to afford 60 mg of the title compound as a pale yellow powder.

Workup

  1. customobtained by Production example 419 in the similar method
  2. additiontreated in the similar method

Sources & evidence

ORD record
ord-3e91f3731d084f60bbc2ccb5e23b712d
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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