4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → HCID 71559228, compound

HRID 2281338Notes

Reaction equation

HRID 2281338 reaction equation
Cl.[CH3:2][C:3]1([CH3:23])[CH2:8][NH:7][CH2:6][CH2:5][N:4]1[CH2:9][C@@H:10]([C:12]1[CH:21]=[CH:20][C:15]2[C:16](=[O:19])[O:17][CH2:18][C:14]=2[C:13]=1[CH3:22])[OH:11].[CH3:24][C:25]1[C:33]2[CH2:32][O:31][C:30](=[O:34])[C:29]=2[CH:28]=[CH:27][C:26]=1[C@@H:35]1[CH2:37][O:36]1>>[CH3:2][C:3]1([CH3:23])[CH2:8][N:7]([CH2:37][C@@H:35]([C:26]2[CH:27]=[CH:28][C:29]3[C:30](=[O:34])[O:31][CH2:32][C:33]=3[C:25]=2[CH3:24])[OH:36])[CH2:6][CH2:5][N:4]1[CH2:9][C@@H:10]([C:12]1[CH:21]=[CH:20][C:15]2[C:16](=[O:19])[O:17][CH2:18][C:14]=2[C:13]=1[CH3:22])[OH:11]

Participants

3

Reactant 2

HCID 595686464-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one2×HCID 1176419625-[(R)-2-(2,2-dimethylpiperazin-1-yl)-1-hydroxyethyl]-4-methyl-2-benzofuran-1 (3H)-one hydrochloride2×

Product 1

HCID 71559228HCID 71559228, compound

Procedure

5,5′-{(2,2-dimethylpiperazine-1,4-diyl)bis[(1R)-1-hydroxyethane-2,1-diyl]}bis(4-methyl-2-benzofuran-1 (3H)-one) was prepared in a similar fashion to that described for the synthesis of EXAMPLE 1 starting from 5-[(R)-2-(2,2-dimethylpiperazin-1-yl)-1-hydroxyethyl]-4-methyl-2-benzofuran-1 (3H)-one hydrochloride (INTERMEDIATE 4) and 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one (INTERMEDIATE 2).

Sources & evidence

ORD record
ord-a7d06ddf6489459484ce5fe9bc33556e
Source dataset
uspto-grants-2015_09
Patent number
US09139585B2

Reaction notes

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