Potassium Carbonate → 6-chloro-3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine

HRID 588130Notes

Reaction equation

HRID 588130 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[C:8](=[O:30])[NH: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:4]=2[CH:3]=1.Br[CH2:32][CH2:33][O:34][CH3:35].C(=O)([O-])[O-].[K+].[K+]>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]2[C:8]([O:30][CH2:32][CH2:33][O:34][CH3:35])=[N:9][N:10]([C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 1182723016-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one

Product 1

HCID 1182724946-chloro-3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridineYield 84%

Procedure

In a manner similar to that described in Example 1 (Step 1), 6-chloro-1-trityl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one (3B) was treated with 1-bromo-2-methoxyethane and potassium carbonate (DMF, room temperature, overnight) to provide 6-chloro-3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridine (84% yield).

Sources & evidence

ORD record
ord-0324a64bad0f436c8969836001d62085
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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