2-Bromoethanol → 2-((6-chloro-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)oxy)ethanol

HRID 588161Notes

Reaction equation

HRID 588161 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]2[C:9](=[O:31])[NH:10][N:11]([C:12]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:4]=2[CH:3]=1.Br[CH2:33][CH2:34][OH:35]>>[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]2[C:9]([O:31][CH2:33][CH2:34][OH:35])=[N:10][N:11]([C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 108982-BromoethanolHCID 1182721366-chloro-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one

Product 1

HCID 1182723382-((6-chloro-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)oxy)ethanol

Procedure

In a manner similar to that previously described (e.g. Scheme 3/Step 1 and the synthesis of Intermediate 20B/Step 6), 6-chloro-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3(2H)-one (4B) was reacted with 2-bromoethanol (K2CO3, DMF. 2-bromoethanol. RT, 18 h) to provide 2-((6-chloro-4-methyl-1-trityl-1H-pyrazolo[4,3-c]pyridin-3-yl)oxy)ethanol (66B). MS: [M+H]+ m/z 470.

Sources & evidence

ORD record
ord-0323d2f1d33b43bb8e0220d5b72637d0
Source dataset
uspto-grants-2016_01
Patent number
US09226922B2

Reaction notes

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