ethyl [3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate → ethyl [3-(hydroxymethyl)-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate

HRID 645045Notes

Reaction equation

HRID 645045 reaction equation
BrC1C=CC=C2C=1C(C1C(O)=CC3OCOC=3C=1)[C:5](=[O:16])N2CCCCC.[CH2:27]([O:29][C:30](=[O:53])[CH2:31][N:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]([C:41]2[C:50]([OH:51])=[CH:49][C:48]3[CH2:47][CH2:46][CH2:45][CH2:44][C:43]=3[CH:42]=2)[C:33]1=[O:52])[CH3:28]>>[CH2:27]([O:29][C:30](=[O:53])[CH2:31][N:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:34]([CH2:5][OH:16])([C:41]2[C:50]([OH:51])=[CH:49][C:48]3[CH2:47][CH2:46][CH2:45][CH2:44][C:43]=3[CH:42]=2)[C:33]1=[O:52])[CH3:28]

Participants

3

Reactant 2

HCID 58872466ethyl [3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetateHCID 588725004-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 58872462ethyl [3-(hydroxymethyl)-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate

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-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate, the title compound was obtained: MS (ES+) m/z 378 (M−17), 418 (M+23).

Sources & evidence

ORD record
ord-6db691979c284179b9d956a3cbaa6b19
Source dataset
uspto-grants-2010_04
Patent number
US07700641B2

Reaction notes

Loading…