Chloromethyl pivalate → 3-[4-(3,3-Dimethyl-2-oxo-5-trifluoromethyl-2,3-dihydroindol-1-ylmethoxy)phenyl]hex-4-ynoic acid

HRID 40485

Reaction equation

[CH3:1][C:2]1([CH3:16])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=2)[NH:4][C:3]1=[O:15].[C:17](OCCl)(=O)C(C)(C)C.[OH:26][C:27]1[CH:32]=[CH:31][C:30]([CH:33]([C:39]#[C:40][CH3:41])[CH2:34][C:35]([O:37]C)=[O:36])=[CH:29][CH:28]=1>>[CH3:1][C:2]1([CH3:16])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]([F:14])([F:12])[F:13])[CH:9]=2)[N:4]([CH2:17][O:26][C:27]2[CH:32]=[CH:31][C:30]([CH:33]([C:39]#[C:40][CH3:41])[CH2:34][C:35]([OH:37])=[O:36])=[CH:29][CH:28]=2)[C:3]1=[O:15]

Participants

Reactant 3

HCID 87885Chloromethyl pivalate

HCID 57835749Methyl 3-(4-hydroxyphenyl)hex-4-ynoate

HCID 580317193,3-Dimethyl-5-(trifluoromethyl)indolin-2-one

Product 1

HCID 547669253-[4-(3,3-Dimethyl-2-oxo-5-trifluoromethyl-2,3-dihydroindol-1-ylmethoxy)phenyl]hex-4-ynoic acid

Procedure

Analogously to example 1, 3,3-dimethyl-5-trifluoromethyl-1,3-dihydroindol-2-one, chloromethyl pivalate and methyl 3-(4-hydroxyphenyl)hex-4-ynoate were used to obtain 3-[4-(3,3-dimethyl-2-oxo-5-trifluoromethyl-2,3-dihydroindol-1-ylmethoxy)phenyl]hex-4-ynoic acid.

Sources & evidence

ORD record: ord-a7437a70bed24e358008440ab46f21fe
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08530413B2

Linked notes

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