3-(6-hydroxy-1,3-benzodioxol-5-yl)-4-methoxy-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one → 3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-4-methoxy-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one

HRID 1259615Notes

Reaction equation

HRID 1259615 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.[OH:34][C:35]1[C:36]([CH:44]2[C:52]3[C:47](=[CH:48][CH:49]=[CH:50][C:51]=3[O:53][CH3:54])[N:46]([CH2:55][C:56]3[O:57][C:58]([C:61]([F:64])([F:63])[F:62])=[CH:59][CH:60]=3)[C:45]2=[O:65])=[CH:37][C:38]2[O:42][CH2:41][O:40][C:39]=2[CH:43]=1>>[OH:34][C:35]1[C:36]([C:44]2([CH2:22][OH:23])[C:52]3[C:47](=[CH:48][CH:49]=[CH:50][C:51]=3[O:53][CH3:54])[N:46]([CH2:55][C:56]3[O:57][C:58]([C:61]([F:63])([F:62])[F:64])=[CH:59][CH:60]=3)[C:45]2=[O:65])=[CH:37][C:38]2[O:42][CH2:41][O:40][C:39]=2[CH:43]=1

Participants

3

Reactant 2

HCID 588724453-(6-hydroxy-1,3-benzodioxol-5-yl)-4-methoxy-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-oneHCID 588724481-(diphenylmethyl)-3-(5-hydroxy-2,3-dihydro-1-benzofuran-6-yl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588725433-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-4-methoxy-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 3-(6-hydroxy-1,3-benzodioxol-5-yl)-4-methoxy-1-{[5-(trifluoromethyl)-2-furyl]methyl}-1,3-dihydro-2H-indol-2-one, the title compound was obtained (64%): MS (ES+) m/z 500.4 (M+23).

Sources & evidence

ORD record
ord-55fafd6144014b9c9943d9fd231c51ce
Source dataset
uspto-grants-2013_06
Patent number
US08466188B2

Reaction notes

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