HCID 58872506, compound → HCID 58872507, compound

HRID 425564Notes

Reaction equation

HRID 425564 reaction equation
C1(CCN2C3C(=CC=CC=3)C(O)(C3C(O)=CC4OCOC=4C=3)C2=O)CC1.[F:27][C:28]1[C:33]([F:34])=[CH:32][C:31]([C:35]2(O)[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)[N:37]([CH2:44][C:45]([O:47][CH2:48][CH3:49])=[O:46])[C:36]2=[O:50])=[C:30]([OH:52])[CH:29]=1>>[F:27][C:28]1[C:33]([F:34])=[CH:32][C:31]([CH:35]2[C:43]3[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=3)[N:37]([CH2:44][C:45]([O:47][CH2:48][CH3:49])=[O:46])[C:36]2=[O:50])=[C:30]([OH:52])[CH:29]=1

Participants

3

Reactant 2

HCID 58872506HCID 58872506, compoundHCID 588725381-(2-cyclopropylethyl)-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 58872507HCID 58872507, compound

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 ethyl [3-(4,5-difluoro-2-hydroxyphenyl)-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate, the title compound was obtained (83%) as a light yellow oil: 1H NMR (300 MHz, CDCl3) δ 7.39 (t, 1H), 7.34 (d, 1H), 7.26-7.22 (m, 1H), 6.92-6.82 (m, 2H), 6.73 (dd, 1H), 5.11 (br, 1H), 4.50 (d, 1H), 4.43 (d, 1H), 4.21 (q, 2H), 1.23 (t, 3H); MS (ES+) m/z 448.5 (M+1).

Sources & evidence

ORD record
ord-1536fe76184e427caff7909b0a745a72
Source dataset
uspto-grants-2012_01
Patent number
US08106087B2

Reaction notes

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