Sodium hydride → HCID 86679166, compound

HRID 1774809Notes

Reaction equation

HRID 1774809 reaction equation
[S:1]1(=[O:8])(=[O:7])[CH2:6][CH2:5][CH2:4][CH2:3][NH:2]1.[Br:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH2:16]Cl)[CH:15]=1.[H-].[Na+]>>[Br:9][C:10]1[CH:15]=[C:14]([CH2:16][N:2]2[CH2:3][CH2:4][CH2:5][CH2:6][S:1]2(=[O:8])=[O:7])[CH:13]=[N:12][CH:11]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 3035081,4-ButanesultamHCID 117012593-Bromo-5-(chloromethyl)pyridine

Product 1

HCID 86679166HCID 86679166, compound

Procedure

In analogy to the procedure described for the preparation of intermediate A-12 [B] and to the procedure described for the preparation of intermediate A-3 [C], [1,2]thiazinane 1,1-dioxide was reacted with 3-bromo-5-chloromethyl-pyridine (intermediate A-12 [A]) in the presence of NaH to give 2-(5-bromo-pyridin-3-ylmethyl)-[1,2]thiazinane 1,1-dioxide, which was subsequently reacted with 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-1) to give the title compound as an off-white solid. MS: 386.2 (M+H+).

Workup

  1. customIn analogy to the procedure described for the preparation of intermediate A-12 [B] and to the procedure

Sources & evidence

ORD record
ord-3ea34d94953b4e2bba43089759e486eb
Source dataset
uspto-grants-2016_02
Patent number
US09260408B2

Reaction notes

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