7-fluoro-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one → 7-fluoro-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one

HRID 1259673Notes

Reaction equation

HRID 1259673 reaction equation
C1(CCN2C3C(=CC=CC=3)C(O)(C3C(O)=CC4OCOC=4C=3)C2=O)CC1.[F:27][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]2[C:36]=1[N:35]([CH2:37][C:38]1[O:39][C:40]([C:43]([F:46])([F:45])[F:44])=[CH:41][CH:42]=1)[C:34](=[O:47])[C:33]2(O)[C:48]1[C:56]([OH:57])=[CH:55][C:51]2[O:52][CH2:53][O:54][C:50]=2[CH:49]=1>>[F:27][C:28]1[CH:29]=[CH:30][CH:31]=[C:32]2[C:36]=1[N:35]([CH2:37][C:38]1[O:39][C:40]([C:43]([F:46])([F:44])[F:45])=[CH:41][CH:42]=1)[C:34](=[O:47])[CH:33]2[C:48]1[C:56]([OH:57])=[CH:55][C:51]2[O:52][CH2:53][O:54][C:50]=2[CH:49]=1

Participants

3

Reactant 2

HCID 588725267-fluoro-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-oneHCID 588725381-(2-cyclopropylethyl)-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588725427-fluoro-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 2C, and making non-critical variations to replace 1-(2-cyclopropylethyl)-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1,3-dihydro-2H-indol-2-one with 7-fluoro-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one, the title compound was obtained (65%): MS (ES+) m/z 436.4 (M+1).

Sources & evidence

ORD record
ord-77ec68ba81cb435ba5c473c8d14bb355
Source dataset
uspto-grants-2013_06
Patent number
US08466188B2

Reaction notes

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