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5-Diethylaminomethyl-4-methyl-thiophene-2-carboxylic acid → 4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2-methoxy-6-methyl-phenol

HRID 1685781
Notes
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Reaction equation

HRID 1685781 reaction equation
[CH2:1]([N:3]([CH2:6][C:7]1[S:11][C:10]([C:12]([OH:14])=O)=[CH:9][C:8]=1[CH3:15])[CH2:4][CH3:5])[CH3:2].[OH:16][C:17]1[C:26]([CH3:27])=[CH:25][C:20]([C:21]([NH:23]O)=[NH:22])=[CH:19][C:18]=1[O:28][CH3:29]>>[CH2:4]([N:3]([CH2:6][C:7]1[S:11][C:10]([C:12]2[O:14][N:23]=[C:21]([C:20]3[CH:25]=[C:26]([CH3:27])[C:17]([OH:16])=[C:18]([O:28][CH3:29])[CH:19]=3)[N:22]=2)=[CH:9][C:8]=1[CH3:15])[CH2:1][CH3:2])[CH3:5]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 672654805-Diethylaminomethyl-4-methyl-thiophene-2-carboxylic acidHCID 178492423HCID 178492423, compound

Product 1

HCID 1363773284-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2-methoxy-6-methyl-phenolYield 35.3%

Procedure

The title compound (16 mg) is prepared starting from 5-diethylaminomethyl-4-methyl-thiophene-2-carboxylic acid (30 mg, 130 μmol) and 4,N-dihydroxy-3-methoxy-5-methyl-benzamidine (23 mg, 117 μmol) according to Method A; LC-MS: tR=0.57 min; [M+1]+=387.78.

Sources & evidence

ORD record
ord-e4264427fc1540cd8837a4f1cedecec5
Source dataset
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08148410B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes