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4-methyl-5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one hydrochloride → 4-Methyl-5-[2-[4-[2-[6-(tetrazol-1-yl)-3-pyridyl)ethyl]piperazin-1-yl]ethyl]-3H-isobenzofuran-1-one

HRID 1519608
Notes
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Reaction equation

HRID 1519608 reaction equation
Cl.[CH3:2][C:3]1[C:11]2[CH2:10][O:9][C:8](=[O:12])[C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[N:21]1([C:26]2[N:31]=[CH:30][C:29]([CH2:32][CH:33]=O)=[CH:28][CH:27]=2)[CH:25]=[N:24][N:23]=[N:22]1>>[CH3:2][C:3]1[C:4]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([CH2:33][CH2:32][C:29]3[CH:30]=[N:31][C:26]([N:21]4[CH:25]=[N:24][N:23]=[N:22]4)=[CH:27][CH:28]=3)[CH2:17][CH2:16]2)=[CH:5][CH:6]=[C:7]2[C:11]=1[CH2:10][O:9][C:8]2=[O:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 675172294-methyl-5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one hydrochlorideHCID 772307002-(6-(1H-tetrazol-1-yl)pyridin-3-yl)acetaldehyde

Product 1

HCID 569708594-Methyl-5-[2-[4-[2-[6-(tetrazol-1-yl)-3-pyridyl)ethyl]piperazin-1-yl]ethyl]-3H-isobenzofuran-1-one

Procedure

4-Methyl-5-[2-[4-[2-[6-(tetrazol-1-yl)-3-pyridyl]ethyl]piperazin-1-yl]ethyl]-3H-isobenzofuran-1-one was prepared in a similar fashion to that described for the synthesis of Example 38 starting from 4-methyl-5-[2-(piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one hydrochloride and [6-(1H-tetrazol-1-yl)pyridin-3-yl]acetaldehyde. LC-MS (IE, m/z): 406.1 [(M+1)+−28]. (0.61 μm)

Sources & evidence

ORD record
ord-d1e68d26cc254a1dba350084f73341fc
Source dataset
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09073882B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes