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3-(5-bromo-2-hydroxyphenyl)-1,3-dihydro-2H-indol-2-one → 3-(5-bromo-2-hydroxyphenyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one

HRID 425570
Notes
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Reaction equation

HRID 425570 reaction equation
FC1C=C2C(=CC=1)N(C[C:12]1[O:13]C(C(F)(F)F)=CC=1)C(=O)C2C1C(O)=CC2OCOC=2C=1.[Br:32][C:33]1[CH:34]=[CH:35][C:36]([OH:49])=[C:37]([CH:39]2[C:47]3[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=3)[NH:41][C:40]2=[O:48])[CH:38]=1>>[Br:32][C:33]1[CH:34]=[CH:35][C:36]([OH:49])=[C:37]([C:39]2([CH2:12][OH:13])[C:47]3[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=3)[NH:41][C:40]2=[O:48])[CH:38]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 588724573-(5-bromo-2-hydroxyphenyl)-1,3-dihydro-2H-indol-2-oneHCID 588725305-fluoro-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588725663-(5-bromo-2-hydroxyphenyl)-3-(hydroxymethyl)-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 35D, and making non-critical variations to replace 5-fluoro-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one with 3-(5-bromo-2-hydroxyphenyl)-1,3-dihydro-2H-indol-2-one, the title compound was obtained: MS (ES+) m/z 334.2 (M+1), 336.2 (M+1).

Sources & evidence

ORD record
ord-4f06602aed0d4c6eb59d9ea1b50f114c
Source dataset
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08106087B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes