1-{[3-(3-Aminopropoxy)phenyl]methyl}piperidin-4-ol → HCID 20270287, compound

HRID 485395Notes

Reaction equation

HRID 485395 reaction equation
C([O:4][CH2:5][C:6]([N:8]=[C:9]([N:11]([CH3:20])[N:12]=CC1C=CC=CC=1)[S-])=O)(=O)C.[OH:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[CH:30]=[C:31]([CH:37]=[CH:38][CH:39]=2)[O:32][CH2:33][CH2:34][CH2:35][NH2:36])[CH2:24][CH2:23]1>>[CH3:20][N:11]1[C:9]([NH:36][CH2:35][CH2:34][CH2:33][O:32][C:31]2[CH:37]=[CH:38][CH:39]=[C:29]([CH2:28][N:25]3[CH2:24][CH2:23][CH:22]([OH:21])[CH2:27][CH2:26]3)[CH:30]=2)=[N:8][C:6]([CH2:5][OH:4])=[N:12]1

Participants

3

Reactant 2

HCID 133646641-{[3-(3-Aminopropoxy)phenyl]methyl}piperidin-4-olHCID 86740260HCID 86740260, compound

Product 1

HCID 20270287HCID 20270287, compoundYield 32.5%

Procedure

Following the method of Example 17, N-[2-(acetyloxy)acetyl]-1-methyl-2-(phenylmethylene)hydrazinecarboximidothioate (0.75 g) and 3-[3-[1-(4-hydroxypiperidinyl)methyl]phenoxy]propanamine (0.65 g) gave 1-methyl-5-[[3-[3-[1-(4-hydroxypiperidinyl)methyl]phenoxy]propyl]amino]-1H-1,2,4-triazole-3-methanol (0.3 g), t.l.c. System B Rf 0.4. N.m.r. (CDCl3) 2.80,t,(1H); 3.0-3.3,m,(3H); 4.63,t,(1H); 5.52,s,(2H); 5.8-6.1,m,(5H); 6.3-6.7,m,(7H); 7.1-7.4,m,(2H) 7.7-8.7,m, (8H).

Sources & evidence

ORD record
ord-5627b2aa400742bf9d8ed72a45ef5bad
Source dataset
uspto-grants-1985_08
Patent number
US04536508

Reaction notes

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