Formaldehyde → HCID 178463053, compound

HRID 329182Notes

Reaction equation

HRID 329182 reaction equation
[CH3:1][C:2]1[C:10]2[C:9]([OH:11])=[CH:8][C:7]([CH3:12])=[N:6][C:5]=2[N:4]([CH2:13][CH3:14])[N:3]=1.[CH2:15]=O.[ClH:17].[CH3:18][NH:19][CH3:20]>CN(C)C=O>[ClH:17].[CH3:18][N:19]([CH2:15][C:8]1[C:7]([CH3:12])=[N:6][C:5]2[N:4]([CH2:13][CH3:14])[N:3]=[C:2]([CH3:1])[C:10]=2[C:9]=1[OH:11])[CH3:20]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 178463052HCID 178463052, compound

Product 1

HCID 178463053HCID 178463053, compoundYield 70.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

28.7 g. of 3,6-dimethyl-1-ethyl-1H-pyrazolo[3,4-b]pyridin-4-ol (0.15 mol.), 6.75 g. of paraformaldehyde (0.22 mol.) and 13.5 g. of dimethylamine hydrochloride (0.165 mol.) suspended in 400 ml. dimethylformamide is reacted and worked up according to the procedure of Example 6 to obtain 5-[(dimethylamino)methyl]-3,6-dimethyl-1-ethyl-1H-pyrazolo[3,4-b]pyridin-4-ol, hydrochloride (1:1) yield 30.3 g. (71%), m.p. 242°-245°.

Sources & evidence

ORD record
ord-96579806942a420381974d7edac8f697
Source dataset
uspto-grants-1977_04
Patent number
US04020072

Reaction notes

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