Potassium tert-butoxide → HCID 46241012, compound

HRID 2096216Notes

Reaction equation

[OH:1][C:2]1([C:29]2[S:33][C:32](S(C)(=O)=O)=[N:31][CH:30]=2)[CH2:7][CH2:6][CH:5]([N:8]2[CH2:11][CH:10]([NH:12][C:13]([CH2:15][NH:16][C:17](=[O:28])[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)=[O:14])[CH2:9]2)[CH2:4][CH2:3]1.[CH3:38][C:39]([O-:42])([CH3:41])[CH3:40].[K+]>>[C:39]([O:42][C:32]1[S:33][C:29]([C:2]2([OH:1])[CH2:7][CH2:6][CH:5]([N:8]3[CH2:11][CH:10]([NH:12][C:13]([CH2:15][NH:16][C:17](=[O:28])[C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:27])[F:25])[CH:19]=4)=[O:14])[CH2:9]3)[CH2:4][CH2:3]2)=[CH:30][N:31]=1)([CH3:41])([CH3:40])[CH3:38]

Participants

Reactant 2

HCID 23665647Potassium tert-butoxide

HCID 46240784HCID 46240784, compound

Product 1

HCID 46241012HCID 46241012, compound

Procedure

The title compound was prepared as a white solid from N-({1-[4-hydroxy-4-(2-methanesulfonyl-thiazol-5-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide (less polar isomer, 47a), and t-BuOK (Aldrich, 1.0 N in THF) using the procedure described in Example 52.

Sources & evidence

ORD record: ord-66019b9abe14477caebbf525c6c964d9
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450304B2

Reaction notes

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