2-(4-(3-(4-Chlorophenyl)-1,2,4-thiadiazol-5-yl)piperazin-1-yl)-1-(4-methoxyphenyl)ethanol → 2-{4-[3-(4-Chloro-phenyl)-[1,2,4]thiadiazol-5-yl]-piperazin-1-yl}-1-(3-methoxy-phenyl)-ethanol

HRID 570570Notes

Reaction equation

HRID 570570 reaction equation
ClC1C=CC(C2N=C(N3CCN(CC(C4C=CC(OC)=CC=4)O)CC3)SN=2)=CC=1.[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[N:41]=[C:40]([N:42]3[CH2:47][CH2:46][N:45]([CH2:48][C:49]([C:51]4[CH:56]=[CH:55][CH:54]=[C:53]([O:57][CH3:58])[CH:52]=4)=[O:50])[CH2:44][CH2:43]3)[S:39][N:38]=2)=[CH:33][CH:32]=1>>[Cl:30][C:31]1[CH:32]=[CH:33][C:34]([C:37]2[N:41]=[C:40]([N:42]3[CH2:43][CH2:44][N:45]([CH2:48][CH:49]([C:51]4[CH:56]=[CH:55][CH:54]=[C:53]([O:57][CH3:58])[CH:52]=4)[OH:50])[CH2:46][CH2:47]3)[S:39][N:38]=2)=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 711865742-(4-(3-(4-Chlorophenyl)-1,2,4-thiadiazol-5-yl)piperazin-1-yl)-1-(4-methoxyphenyl)ethanolHCID 711873022-{4-[3-(4-Chloro-phenyl)-[1,2,4]thiadiazol-5-yl]-piperazin-1-yl}-1-(3-methoxy-phenyl)-ethanone

Product 1

HCID 711863972-{4-[3-(4-Chloro-phenyl)-[1,2,4]thiadiazol-5-yl]-piperazin-1-yl}-1-(3-methoxy-phenyl)-ethanol

Procedure

In analogy to the procedure described for the synthesis of 2-{4-[3-(4-Chloro-phenyl)-[1,2,4]thiadiazol-5-yl]-piperazin-1-yl}-1-(4-methoxy-phenyl)-ethanol (Example 54) the title compounds was prepared from 2-{4-[3-(4-Chloro-phenyl)-[1,2,4]thiadiazol-5-yl]-piperazin-1-yl}-1-(3-methoxy-phenyl)-ethanone through reduction as white solid. MS (m/e): 431.3 (MH+).

Sources & evidence

ORD record
ord-48bb0bf82efa470dbb9a2ac18aab3651
Source dataset
uspto-grants-2015_05
Patent number
US09023852B2

Reaction notes

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