HCID 58872535, compound → HCID 58872472, compound

HRID 545780Notes

Reaction equation

HRID 545780 reaction equation
C1(CCN2C3C(=CC=CC=3)C(O)(C3C(O)=CC4OCOC=4C=3)C2=O)CC1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2(O)[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[N:36]([CH2:43][C:44]([O:46][CH3:47])=[O:45])[C:35]2=[O:48])=[C:30]([OH:50])[CH:29]=1>>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH:34]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[N:36]([CH2:43][C:44]([O:46][CH3:47])=[O:45])[C:35]2=[O:48])=[C:30]([OH:50])[CH:29]=1

Participants

3

Reactant 2

HCID 58872535HCID 58872535, compoundHCID 588725381-(2-cyclopropylethyl)-3-hydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 58872472HCID 58872472, 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 methyl [3-(4-chloro-2-hydroxyphenyl)-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate, the title compound was obtained (83%) as a semi-solid; 1H NMR (300 MHz, CDCl3) δ 7.36 (t, 1H), 7.29 (bd, 1H), 7.18 (t, 1H), 6.95 (br, 1H), 6.86-6.78 (m, 3H), 5.13 (br, 1H), 4.55 (d, 1H), 4.45 (d, 1H), 3.75 (s, 3H); MS (ES+) m/z 332.5 (M+1), 334.5 (M+1).

Sources & evidence

ORD record
ord-b12a6a58715d4986aa9d89ddd290f3c1
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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