Sodium Hydroxide → HCID 178504819, compound

HRID 418089Notes

Reaction equation

C([O:3][C:4](=[O:44])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([C:28]3[CH:32]=[CH:31][NH:30][N:29]=3)[CH:25]=[C:24]([S:33]([CH3:36])(=[O:35])=[O:34])[CH:23]=2)[C:10]=1[CH2:37][CH2:38][C:39]([O:41]CC)=[O:40])C.[OH-].[Na+]>>[C:39]([CH2:38][CH2:37][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[C:26]([C:28]3[CH:32]=[CH:31][NH:30][N:29]=3)[CH:25]=[C:24]([S:33]([CH3:36])(=[O:35])=[O:34])[CH:23]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:44])=[O:3])([OH:41])=[O:40]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 178471690HCID 178471690, compound

Product 1

HCID 178504819HCID 178504819, compoundYield 83.8%

Procedure

A similar procedure as described in Example 40, step 8 was used, starting from 4-(2-(2-ethoxycarbonyl-ethyl)-3-{6-[3-methanesulfonyl-5-(1H-pyrazol-3-yl)-phenoxy]-hexyl}-phenoxy)-butyric acid ethyl ester (35 mg, 0.05 mmol) and 1.0 N aqueous sodium hydroxide (0.4 mL) to afford 4-(2-(2-carboxy-ethyl)-3-{6-[3-methanesulfonyl-5-(1H-pyrazol-3-yl)-phenoxy]-hexyl}-phenoxy)-butyric acid (24 mg, 75%) as an amorphous white solid: ES(+)-HRMS m/e calcd for C29H36N2O8S (M+Na)+ 595.2084, found 595.2080.

Sources & evidence

ORD record: ord-b1b1ecfd16a245e4a2ca732f4b48185f
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093253B2

Reaction notes

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