4-bromo-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-1-(pyridin-2-ylmethyl)-1,3-dihydro-2H-indol-2-one → 4-bromo-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(hydroxymethyl)-1-(Pyridin-2-ylmethyl)-1,3-dihydro-2H-indol-2-one

HRID 545757Notes

Reaction equation

HRID 545757 reaction equation
BrC1C=CC=C2C=1C(C1C(O)=CC3OCOC=3C=1)[C:5](=[O:16])N2CCCCC.[Br:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:29]=1[CH:30]([C:45]1[C:46]([OH:54])=[CH:47][C:48]3[O:52][CH2:51][CH2:50][C:49]=3[CH:53]=1)[C:31](=[O:44])[N:32]2[CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=1>>[Br:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:29]=1[C:30]([C:45]1[C:46]([OH:54])=[CH:47][C:48]3[O:52][CH2:51][CH2:50][C:49]=3[CH:53]=1)([CH2:5][OH:16])[C:31](=[O:44])[N:32]2[CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=1

Participants

3

Reactant 2

HCID 588724584-bromo-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-1-(pyridin-2-ylmethyl)-1,3-dihydro-2H-indol-2-oneHCID 588725004-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588725124-bromo-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-3-(hydroxymethyl)-1-(Pyridin-2-ylmethyl)-1,3-dihydro-2H-indol-2-one

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 4-bromo-3-(6-hydroxy-2,3-dihydro-1-benzofuran-5-yl)-1-(pyridin-2-ylmethyl)-1,3-dihydro-2H-indol-2-one, the title compound was obtained (34%): MS (ES+) m/z 468.4 (M+1).

Sources & evidence

ORD record
ord-908a401f31d4493fbb2ef36f452d0dbc
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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