Sodium Hydroxide → HCID 86628191, compound

HRID 420397Notes

Reaction equation

C([O:3][C:4](=[O:62])[CH:5]([O:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=1[CH2:55][CH2:56][C:57]([O:59]CC)=[O:58])[CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([C:39]2[CH:47]=[CH:46][C:42]3[O:43][CH2:44][O:45][C:41]=3[CH:40]=2)[CH2:18][C:19]([C:26]2[C:27](=[O:38])[N:28]([CH3:37])[C:29]([CH3:36])=[CH:30][C:31]=2[C:32]([F:35])([F:34])[F:33])([C:21]2[CH:25]=[CH:24][S:23][CH:22]=2)[CH:20]=1)[CH3:7])C.[OH-].[Na+]>>[O:43]1[C:42]2[CH:46]=[CH:47][C:39]([C:17]3[CH2:18][C:19]([C:26]4[C:27](=[O:38])[N:28]([CH3:37])[C:29]([CH3:36])=[CH:30][C:31]=4[C:32]([F:33])([F:34])[F:35])([C:21]4[CH:25]=[CH:24][S:23][CH:22]=4)[CH:20]=[C:15]([O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH:6]([CH3:7])[CH:5]([O:48][C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=4[CH2:55][CH2:56][C:57]([OH:59])=[O:58])[C:4]([OH:62])=[O:3])[CH:16]=3)=[CH:40][C:41]=2[O:45][CH2:44]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86628192HCID 86628192, compound

Product 1

HCID 86628191HCID 86628191, compoundYield 86%

Procedure

A similar procedure as described in Example 1, step 3 was used, starting from 4-[3-{6-[3-benzo[1,3]dioxol-5-yl-5-(1,6-dimethyl-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridin-3-yl)-5-thiophen-3-yl-phenoxy]-hexyl}-(2-(2-ethoxycarbonyl-ethyl)-phenoxy)-butyric acid ethyl ester (15 mg, 0.018 mmol) and 1.0 N aqueous sodium hydroxide (2 mL) to afford 4-[3-{6-[3-benzo[1,3]dioxol-5-yl-5-(1,6-dimethyl-2-oxo-4-trifluoromethyl-1,2-dihydro-pyridin-3-yl)-5-thiophen-3-yl-phenoxy]-hexyl}-(2-(2-carboxy-ethyl)-phenoxy)-butyric acid (12 mg, 86%) as an amorphous off-white solid: ES(+)-HRMS m/e calculated for C40H42F3NO9 (M+H)+ 738.2885, found 738.2884.

Sources & evidence

ORD record: ord-f2fbc620b83d414ead99bf0640120bd1
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093385B2

Reaction notes

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