1-hydroxy-1-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-one → 1-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-one

HRID 2385072Notes

Reaction equation

HRID 2385072 reaction equation
O[C:2]1([C:25]2[C:26]([OH:34])=[CH:27][C:28]3[O:32][CH2:31][CH2:30][C:29]=3[CH:33]=2)[C:6]2=[C:7]3[C:12](=[CH:13][CH:14]=[C:5]2[N:4]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C:3]1=[O:24])[N:11]=[CH:10][CH:9]=[CH:8]3.C1(C(C2C=CC=CC=2)N2C3C=C4OCCOC4=CC=3C(O)(C3C(O)=CC4OCCC=4C=3)C2=O)C=CC=CC=1>>[OH:34][C:26]1[C:25]([CH:2]2[C:6]3=[C:7]4[C:12](=[CH:13][CH:14]=[C:5]3[N:4]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[C:3]2=[O:24])[N:11]=[CH:10][CH:9]=[CH:8]4)=[CH:33][C:29]2[CH2:30][CH2:31][O:32][C:28]=2[CH:27]=1

Participants

3

Reactant 2

HCID 673572741-hydroxy-1-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-oneHCID 686012706-(diphenylmethyl)-8-hydroxy-8-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-2,3,6,8-tetrahydro-7H-[1,4]dioxino[2,3-f]indol-7-one

Product 1

HCID 673560781-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-one

Procedure

Following the procedure as described in PREPARATION 74C and making non-critical variations using 1-hydroxy-1-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-one to replace 6-(diphenylmethyl)-8-hydroxy-8-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-2,3,6,8-tetrahydro-7H-[1,4]dioxino[2,3-f]indol-7-one, 1-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(4-methoxybenzyl)-1,3-dihydro-2H-pyrrolo[3,2-f]quinolin-2-one was obtained (37%) as a colorless solid: MS (ES+) m/z 438.9 (M+1).

Sources & evidence

ORD record
ord-c2581aacbd974378907356d664ad7063
Source dataset
uspto-grants-2012_09
Patent number
US08263606B2

Reaction notes

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