3-Bromophenol → HCID 67356276, compound

HRID 2385121Notes

Reaction equation

HRID 2385121 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([OH:11])[CH:9]=[CH:10][C:2]1=2.BrC1C=C(O)C=CC=1.[CH3:20][O:21][C:22]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[C:27]2[C:23]=1[C:24](=[O:41])[C:25](=[O:40])[N:26]2[CH2:33][CH2:34][O:35][CH2:36][CH2:37][O:38][CH3:39].FC(F)(F)C1OC(CN2C3C(=CC=CC=3)C(=O)C2=O)=CC=1>>[OH:41][C:24]1([C:9]2[C:8]([OH:11])=[CH:7][C:3]3[O:4][CH2:5][CH2:6][O:1][C:2]=3[CH:10]=2)[C:23]2[C:27](=[C:28]([O:31][CH3:32])[CH:29]=[CH:30][C:22]=2[O:21][CH3:20])[N:26]([CH2:33][CH2:34][O:35][CH2:36][CH2:37][O:38][CH3:39])[C:25]1=[O:40]

Participants

5

Reactant 4

HCID 115633-BromophenolHCID 91152732,3-Dihydro-1,4-benzodioxin-6-olHCID 673564881-((5-(Trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dioneHCID 67357620HCID 67357620, compound

Product 1

HCID 67356276HCID 67356276, compound

Procedure

Following the procedure as described in PREPARATION 2A and making non-critical variations using 2,3-dihydrobenzo[b][1,4]dioxin-6-ol to replace 3-bromophenol, and 4,7-dimethoxy-1-[2-(2-methoxyethoxy)ethyl]-1H-indole-2,3-dione to replace 1-((5-(trifluoromethyl)furan-2-yl)methyl)indoline-2,3-dione, 3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-4,7-dimethoxy-1-[2-(2-methoxyethoxy)ethyl]-1,3-dihydro-2H-indol-2-one was obtained (53%): MS (ES+) m/z 443.9 (M−17).

Sources & evidence

ORD record
ord-5d69cde5aa164ee394c70d27136611e5
Source dataset
uspto-grants-2012_09
Patent number
US08263606B2

Reaction notes

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