o-(1-Piperazinyl)phenol → 3-{2-[4-(2-hydroxyphenyl)-1-piperazinyl]-ethyl}-5,7-dimethoxy-4-methyl-2H-1-benzopyran-2-one

HRID 1078599Notes

Reaction equation

HRID 1078599 reaction equation
Cl[CH2:2][CH2:3][C:4]1[C:5](=[O:19])[O:6][C:7]2[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[C:11]([O:17][CH3:18])[C:8]=2[C:9]=1[CH3:10].[OH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>C(O)C.CC(OC)(C)C>[OH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][N:30]([CH2:2][CH2:3][C:4]2[C:5](=[O:19])[O:6][C:7]3[CH:14]=[C:13]([O:15][CH3:16])[CH:12]=[C:11]([O:17][CH3:18])[C:8]=3[C:9]=2[CH3:10])[CH2:29][CH2:28]1

Participants

4

Reactant 2

HCID 70530o-(1-Piperazinyl)phenolHCID 194281613-(2-chloroethyl)-5,7-dimethoxy-4-methyl-2H-1-benzopyran-2-one

Product 1

HCID 194281283-{2-[4-(2-hydroxyphenyl)-1-piperazinyl]-ethyl}-5,7-dimethoxy-4-methyl-2H-1-benzopyran-2-oneYield 22%

Reagents, catalysts & solvents 1

HCID 18957737HCID 18957737, compoundSolvent

Procedure

Process B; starting materials: 3-(2-chloroethyl)-5,7-dimethoxy-4-methyl-2H-1-benzopyran-2-one (Example 39) and 1-(2-hydroxyphenyl)piperazine; yield 22%; m.p. 164°-165° C. (from ethanol/TBME).

Sources & evidence

ORD record
ord-851924c6e70b4b3e97f50054c95a4bad
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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