Hydrogen Bromide → HCID 178419551, compound

HRID 1032548Notes

Reaction equation

HRID 1032548 reaction equation
Cl.[CH2:2]([N:5]([CH2:20][CH2:21][CH3:22])[CH2:6][CH2:7][C:8]1[CH:16]=[CH:15][C:14]([O:17]C)=[C:13]2[C:9]=1[C:10]([OH:19])=[N:11][NH:12]2)[CH2:3][CH3:4].[BrH:23]>>[BrH:23].[OH:19][C:10]1[C:9]2[C:13](=[C:14]([OH:17])[CH:15]=[CH:16][C:8]=2[CH2:7][CH2:6][N:5]([CH2:20][CH2:21][CH3:22])[CH2:2][CH2:3][CH3:4])[NH:12][N:11]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 178457198HCID 178457198, compound

Product 1

HCID 178419551HCID 178419551, compound

Procedure

Under argon, 480 mg of N,N-dipropyl-N-[2-(3-hydroxy-7-methoxy-1H-indazol-4-yl)ethyl]amine, hydrochloride, is heated to 120° C. in 5 ml of aqueous hydrogen bromide (65%) for 4 hours. The mixture is concentrated and once distilled with water. The residue is dried, triturated with diethyl ether, and repeatedly recrystallized from ethanol/acetone/diethyl ether, thus obtaining 340 mg of N-[2-(3,7-dihydroxy-1H-indazol-4-yl)ethyl]-N,N-dipropylamine, hydrobromide, decomposition point 242°-244° C.

Workup

  1. concentrationThe mixture is concentrated
  2. distillationonce distilled with water
  3. customThe residue is dried
  4. customtriturated with diethyl ether
  5. customrepeatedly recrystallized from ethanol/acetone/diethyl ether

Sources & evidence

ORD record
ord-f77f288906254b20a6c317cff2a05481
Source dataset
uspto-grants-1990_09
Patent number
US04958026

Reaction notes

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