4-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one → ethyl [3-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-3-(hydroxymethyl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate

HRID 645042Notes

Reaction equation

HRID 645042 reaction equation
BrC1C=CC=C2C=1C(C1C(O)=CC3OCOC=3C=1)[C:5](=[O:16])N2CCCCC.[CH2:27]([O:29][C:30](=[O:52])[CH2:31][N:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]([C:41]2[CH:42]=[C:43]3[C:47](=[CH:48][C:49]=2[OH:50])[CH2:46][CH2:45][CH2:44]3)[C:33]1=[O:51])[CH3:28]>>[CH2:27]([O:29][C:30](=[O:52])[CH2:31][N:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:34]([C:41]2[CH:42]=[C:43]3[C:47](=[CH:48][C:49]=2[OH:50])[CH2:46][CH2:45][CH2:44]3)([CH2:5][OH:16])[C:33]1=[O:51])[CH3:28]

Participants

3

Procedure

Following the procedure as described in PREPARATION 1E, and making non-critical variations to replace 4-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one with ethyl[3-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate, the title compound was obtained: MS (ES+) m/z 364 (M−17), 404 (M+23).

Sources & evidence

ORD record
ord-ee7a76e6360d4026b4261b2d4d4539eb
Source dataset
uspto-grants-2010_04
Patent number
US07700641B2

Reaction notes

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