3-(5-bromo-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one → 3-(4-chloro-5-fluoro-2-hydroxyphenyl)-1-pentyl-1,3-dihydro-2H-indol-2-one

HRID 425486Notes

Reaction equation

HRID 425486 reaction equation
BrC1C=CC(O)=C(C2(O)C3C(=CC=CC=3)N(CCCCC)C2=O)C=1.[Cl:25][C:26]1[C:31]([F:32])=[CH:30][C:29]([C:33]2(O)[C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[N:35]([CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[C:34]2=[O:47])=[C:28]([OH:49])[CH:27]=1>>[Cl:25][C:26]1[C:31]([F:32])=[CH:30][C:29]([CH:33]2[C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[N:35]([CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])[C:34]2=[O:47])=[C:28]([OH:49])[CH:27]=1

Participants

3

Reactant 2

HCID 588724783-(5-bromo-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-oneHCID 588724973-(4-chloro-5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 120043073-(4-chloro-5-fluoro-2-hydroxyphenyl)-1-pentyl-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 15B, and making non-critical variations to replace 3-(5-bromo-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one with 3-(4-chloro-5-fluoro-2-hydroxyphenyl)-3-hydroxy-1-pentyl-1,3-dihydro-2H-indol-2-one, the title compound was obtained: MS (ES+) m/z 348 (M+1).

Sources & evidence

ORD record
ord-20ac905cd91d4872af98173b6b16a9a3
Source dataset
uspto-grants-2012_01
Patent number
US08106087B2

Reaction notes

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