6-Chloronicotinic acid → 6-[4-(2,3-Dihydroxypropyl)piperazin-1-yl]nicotinic acid

HRID 231767Notes

Reaction equation

HRID 231767 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.[OH:11][CH:12]([CH2:20][OH:21])[CH2:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>O1CCOCC1>[OH:11][CH:12]([CH2:20][OH:21])[CH2:13][N:14]1[CH2:19][CH2:18][N:17]([C:2]2[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=2)[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 792226-Chloronicotinic acidHCID 1110023-(Piperazin-1-yl)propane-1,2-diol

Product 1

HCID 200320136-[4-(2,3-Dihydroxypropyl)piperazin-1-yl]nicotinic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Operation was carried out in a manner similar to the one previously described in Example 5, using 1.6 g of 6-chloronicotinic acid and 3.2 g of 1-(2,3-dihydroxypropyl)piperazine in 50 ml dioxane. Grams 1.95 of 6-[4-(2,3-dihydroxypropyl)piperazin-1-yl]nicotinic acid were obtained, which, recrystallized from hot water, melted at 244°-246° C. (with decomposition).

Sources & evidence

ORD record
ord-de6591fb4ff54debb2b99e294987e994
Source dataset
uspto-grants-1989_07
Patent number
US04849422

Reaction notes

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