5-Bromo-1-methyl-1H-tetrazole → HCID 20403204, compound

HRID 2164743Notes

Reaction equation

HRID 2164743 reaction equation
[NH2:1][CH2:2][CH:3]([OH:19])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:7]=1.Br[C:21]1[N:25]([CH3:26])[N:24]=[N:23][N:22]=1>C(O)C>[CH3:26][N:25]1[C:21]([NH:1][CH2:2][CH:3]([OH:19])[CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][N:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[CH:7]=2)=[N:22][N:23]=[N:24]1

Participants

4

Reactant 2

HCID 127974465-Bromo-1-methyl-1H-tetrazoleHCID 131898251-Amino-3-{3-[(piperidin-1-yl)methyl]phenoxy}propan-2-ol

Product 1

HCID 20403204HCID 20403204, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-amino-3-[3-(1-piperidinylmethyl)phenoxy]-2-propanol (1.19 g) and 5-bromo-1-methyl-1H-tetrazole (0.735 g) in absolute ethanol (6 ml) was heated in an autoclave at 125° for 18 h. The mixture was cooled, evaporated, saturated with sodium carbonate solution (30 ml) and ethyl acetate (30 ml) added. The mixture was stirred for 15 min. and filtered to give a white solid (830 mg) which was recrystallised from ethyl acetate (20 ml) to give the title compound (0.58 g) as white micro-crystals, m.p. 156°-7°.

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated, saturated with sodium carbonate solution (30 ml) and ethyl acetate (30 ml)
  3. additionadded
  4. filtrationfiltered

Sources & evidence

ORD record
ord-ba99234dedfd4f1b9b7b351074361312
Source dataset
uspto-grants-1985_03
Patent number
US04507296

Reaction notes

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