1-(diphenylmethyl)-3-(5-hydroxy-2,3-dihydro-1-benzofuran-6-yl)-1,3-dihydro-2H-indol-2-one → 3-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one

HRID 545805Notes

Reaction equation

HRID 545805 reaction equation
C1(C(C2C=CC=CC=2)N2C3C(=CC=CC=3)C(C3C(O)=CC4C[CH2:22][O:23]C=4C=3)C2=O)C=CC=CC=1.[Br:34][C:35]1[CH:36]=[CH:37][C:38]([OH:64])=[C:39]([CH:41]2[C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[N:43]([CH:50]([C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=3)[C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:42]2=[O:63])[CH:40]=1>>[Br:34][C:35]1[CH:36]=[CH:37][C:38]([OH:64])=[C:39]([C:41]2([CH2:22][OH:23])[C:49]3[C:44](=[CH:45][CH:46]=[CH:47][CH:48]=3)[N:43]([CH:50]([C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)[C:57]3[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=3)[C:42]2=[O:63])[CH:40]=1

Participants

3

Reactant 2

HCID 588724481-(diphenylmethyl)-3-(5-hydroxy-2,3-dihydro-1-benzofuran-6-yl)-1,3-dihydro-2H-indol-2-oneHCID 588724703-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588724633-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 26C, and making non-critical variations to replace 1-(diphenylmethyl)-3-(5-hydroxy-2,3-dihydro-1-benzofuran-6-yl)-1,3-dihydro-2H-indol-2-one with 3-(5-bromo-2-hydroxyphenyl)-1-(diphenylmethyl)-1,3-dihydro-2H-indol-2-one, the title compound was obtained: MS (ES+) m/z 500.4 (M+1), 502.4 (M+1).

Sources & evidence

ORD record
ord-3c27a8db74474788b4b7acbb8a5cb789
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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