Bromomethylcyclopropane → Trifluoro-methanesulfonic acid 3-chloro-1-(3-methyl-butyl)-2-oxo-1,2-dihydro-pyridin-4-yl ester

HRID 2364943Notes

Reaction equation

HRID 2364943 reaction equation
[CH2:1]([N:5]1[CH:10]=[CH:9][C:8]([O:11][S:12]([C:15]([F:18])([F:17])[F:16])(=[O:14])=[O:13])=[C:7]([Cl:19])[C:6]1=[O:20])[CH2:2][CH2:3][CH3:4].[CH:21]1(CN2C=CC(O)=CC2=O)CC1.C(N1C=CC(O)=CC1=O)CCC.C(OC1C=CNC(=O)C=1)C1C=CC=CC=1.C1(CBr)CC1>>[Cl:19][C:7]1[C:6](=[O:20])[N:5]([CH2:1][CH2:2][CH:3]([CH3:21])[CH3:4])[CH:10]=[CH:9][C:8]=1[O:11][S:12]([C:15]([F:16])([F:17])[F:18])(=[O:14])=[O:13]

Participants

6

Reactant 5

HCID 81503BromomethylcyclopropaneHCID 36077244-Benzyloxy-2(1H)-pyridoneHCID 25221428Trifluoromethanesulfonic acid 1-butyl-3-chloro-2-oxo-1,2-dihydropyridin-4-yl esterHCID 594970761-butyl-4-hydroxy-1H-pyridine-2-oneHCID 594970981-(Cyclopropylmethyl)-4-hydroxypyridin-2(1H)-one

Product 1

HCID 58505314Trifluoro-methanesulfonic acid 3-chloro-1-(3-methyl-butyl)-2-oxo-1,2-dihydro-pyridin-4-yl ester

Procedure

Intermediate D6 was prepared following the same procedure implemented for the synthesis of D4, using as starting material 1-cyclopropylmethyl-4-hydroxy-1H-pyridin-2-one which was prepared by the same method used for the synthesis of intermediate D2, by reaction of 4-benzyloxy-1H-pyridin-2-one with cyclopropylmethyl-bromide.

Workup

  1. customwas prepared by the same method

Sources & evidence

ORD record
ord-5bb9270dbbe74146a9f7dcbc1bbe5f50
Source dataset
uspto-grants-2014_04
Patent number
US08697689B2

Reaction notes

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