3-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one → 3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one

HRID 1965291Notes

Reaction equation

HRID 1965291 reaction equation
O[C:2]1([C:18]2[C:27]([OH:28])=[CH:26][C:21]3[O:22][CH2:23][O:24][CH2:25][C:20]=3[CH:19]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:11][C@H:12]2[CH2:16][CH2:15][CH2:14][O:13]2)[C:3]1=[O:17].OC1(C2C(O)=CC3ON=C(C)C=3C=2)C2C(=CC=CC=2)N(CC2C=CC(OC)=CC=2)C1=O>>[OH:28][C:27]1[C:18]([CH:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[N:4]([CH2:11][C@H:12]3[CH2:16][CH2:15][CH2:14][O:13]3)[C:3]2=[O:17])=[CH:19][C:20]2[CH2:25][O:24][CH2:23][O:22][C:21]=2[CH:26]=1

Participants

3

Reactant 2

HCID 686011473-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-oneHCID 1363483453-hydroxy-3-(6-hydroxy-3-methyl-1,2-benzisoxazol-5-yl)-1-(4-methoxybenzyl)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 685990543-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one

Procedure

Following the procedure as described in PREPARATION 9B, and making non-critical variations using 3-hydroxy-3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one to replace 3-hydroxy-3-(6-hydroxy-3-methyl-1,2-benzisoxazol-5-yl)-1-(4-methoxybenzyl)-1,3-dihydro-2H-indol-2-one, 3-(7-hydroxy-4H-1,3-benzodioxin-6-yl)-1-[(2R)-tetrahydrofuran-2-ylmethyl]-1,3-dihydro-2H-indol-2-one was obtained (84%) as a colorless solid: MS (ES+) m/z 368.2 (M+1).

Sources & evidence

ORD record
ord-6042549be3ab4f7483ecb7b45fef4d30
Source dataset
uspto-grants-2013_04
Patent number
US08415370B2

Reaction notes

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