Water → 3-iodo-4-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridine

HRID 2206258Notes

Reaction equation

Cl[C:2]1[C:7]2[C:8]([I:30])=[N:9][N:10]([C:11]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:6]=2[CH:5]=[CH:4][N:3]=1.[CH3:31][OH:32].C[O-].[Na+].O>C1COCC1>[I:30][C:8]1[C:7]2[C:2]([O:32][CH3:31])=[N:3][CH:4]=[CH:5][C:6]=2[N:10]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:9]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 4-chloro-3-iodo-1-trityl-1H-pyrazolo[4,3-c]pyridine (1.7 g) in THF (20 mL) was added sodium methoxide methanol solution (1.5 M, 2.7 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (1.6 g).

Workup

extractionthe mixture was extracted with ethyl acetate
washThe organic layer was washed with saturated brine
dry with materialdried over anhydrous sodium sulfate
concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-52bd61facf5d4455aef999868947a82c
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09371320B2

Reaction notes

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