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Methylboronic Acid → [6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl][4-(4-methylbenzoyl)piperidin-1-yl]methanone

HRID 2411498
Notes
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Reaction equation

HRID 2411498 reaction equation
Cl[C:2]1[CH:30]=[CH:29][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([C:16]3[CH:17]=[N:18][C:19]([N:22]4[CH2:26][CH2:25][CH2:24][S:23]4(=[O:28])=[O:27])=[CH:20][CH:21]=3)=[O:15])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[CH3:31]B(O)O>>[O:27]=[S:23]1(=[O:28])[CH2:24][CH2:25][CH2:26][N:22]1[C:19]1[N:18]=[CH:17][C:16]([C:14]([N:11]2[CH2:12][CH2:13][CH:8]([C:6](=[O:7])[C:5]3[CH:29]=[CH:30][C:2]([CH3:31])=[CH:3][CH:4]=3)[CH2:9][CH2:10]2)=[O:15])=[CH:21][CH:20]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 139377Methylboronic AcidHCID 71252872[4-(4-Chlorobenzoyl)piperidin-1-yl][6-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl]methanone

Product 1

HCID 71252401[6-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)pyridin-3-yl][4-(4-methylbenzoyl)piperidin-1-yl]methanoneYield 68.1%

Procedure

Using [4-(4-chlorobenzoyl)piperidin-1-yl][6-(1,1-dioxo-1λ6-isothiazolidin-2-yl)pyridin-3-yl]methanone (194 mg) described in Example 116 and methylboronic acid (110 mg) and by the reaction and treatment in the same manner as in Example 115, the title compound (126 mg) was obtained.

Sources & evidence

ORD record
ord-1e3a0698d74c4c00bfb177bb98f8ad59
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08816079B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes