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

HRID 425581Notes

Reaction equation

HRID 425581 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.[F:34][C:35]1[CH:36]=[CH:37][CH:38]=[C:39]2[C:43]=1[N:42]([CH2:44][C:45]1[O:46][C:47]([C:50]([F:53])([F:52])[F:51])=[CH:48][CH:49]=1)[C:41](=[O:54])[CH:40]2[C:55]1[C:63]([OH:64])=[CH:62][C:58]2[O:59][CH2:60][O:61][C:57]=2[CH:56]=1>>[F:34][C:35]1[CH:36]=[CH:37][CH:38]=[C:39]2[C:43]=1[N:42]([CH2:44][C:45]1[O:46][C:47]([C:50]([F:53])([F:51])[F:52])=[CH:48][CH:49]=1)[C:41](=[O:54])[C:40]2([C:55]1[C:63]([OH:64])=[CH:62][C:58]2[O:59][CH2:60][O:61][C:57]=2[CH:56]=1)[CH2:22][OH:23]

Participants

3

Reactant 2

HCID 588724481-(diphenylmethyl)-3-(5-hydroxy-2,3-dihydro-1-benzofuran-6-yl)-1,3-dihydro-2H-indol-2-oneHCID 588725427-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 588724597-fluoro-3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-1-{[5-(trifluoromethyl)-2-furyl]methyl}-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 7-fluoro-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 (67%): MS (ES+) m/z 488.4 (M+23).

Sources & evidence

ORD record
ord-6eaec99745454c3bbc22e4dc8f7d2ee2
Source dataset
uspto-grants-2012_01
Patent number
US08106087B2

Reaction notes

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