5-(Aminomethyl)-2-chloropyridine → 5-[2-({[(6-chloropyridin-3-yl)methyl]amino}methyl)prop-2-en-1-yl]-4-pyrrolidin-1-ylfuran-2(5H)-one

HRID 552894Notes

Reaction equation

HRID 552894 reaction equation
Cl[CH2:2][C:3](=[CH2:16])[CH2:4][CH:5]1[O:9][C:8](=[O:10])[CH:7]=[C:6]1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1.[NH2:17][CH2:18][C:19]1[CH:20]=[N:21][C:22]([Cl:25])=[CH:23][CH:24]=1>>[Cl:25][C:22]1[N:21]=[CH:20][C:19]([CH2:18][NH:17][CH2:2][C:3](=[CH2:16])[CH2:4][CH:5]2[O:9][C:8](=[O:10])[CH:7]=[C:6]2[N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 70209275-(Aminomethyl)-2-chloropyridineHCID 671658135-[2-(chloromethyl)prop-2-en-1-yl]-4-pyrrolidin-1-ylfuran-2(5H)-one

Product 1

HCID 866324425-[2-({[(6-chloropyridin-3-yl)methyl]amino}methyl)prop-2-en-1-yl]-4-pyrrolidin-1-ylfuran-2(5H)-one

Procedure

If, in the preparation process 2 according to the invention for preparing the novel compounds of the general formula (I), the compound of the formula (III) used is, for example, 5-[2-(chloromethyl)prop-2-en-1-yl]-4-pyrrolidin-1-ylfuran-2(5H)-one and the compound of the general formula (IV) is 3-aminomethyl-6-chloropyridine, this can be reacted in a first reaction step to give 5-[2-({[(6-chloropyridin-3-yl)methyl]amino}methyl)prop-2-en-1-yl]-4-pyrrolidin-1-ylfuran-2(5H)-one as compound of the general formula (V) which is then subjected to an intramolecular cyclization in the second reaction step (reaction scheme VI):

Workup

  1. customthis can be reacted in a first reaction step

Sources & evidence

ORD record
ord-d4761c206f00416fb5222ed8f14d510d
Source dataset
uspto-grants-2011_05
Patent number
US07951951B2

Reaction notes

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