Sodium Hydroxide → 2-(1-(Tert-butoxycarbonyl)piperidin-4-yl)-2-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)acetic acid

HRID 335154Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86631501Tert-butyl 4-(2-ethoxy-1-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)-2-oxoethyl)piperidine-1-carboxylate

Product 1

HCID 866315022-(1-(Tert-butoxycarbonyl)piperidin-4-yl)-2-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)acetic acidYield 98.6%

Procedure

Prepared according to the method of Example 70, Step B, using tert-butyl 4-(2-ethoxy-1-(6-(4-methylthiazol-2-ylamino)-5-phenoxypyridin-3-ylthio)-2-oxoethyl)piperidine-1-carboxylate (1.51 g, 2.59 mmol) and 4N NaOH (15 mL); (1.42 g, 98.6% yield).

Workup

customPrepared

Sources & evidence

ORD record: ord-e29116db8c1d4d52b55edb8faa2c8dba
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883828B2

Reaction notes

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