2-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamide → 5-chloro-1-[(2R)-3,4-dihydro-2H-chromen-2-ylmethyl]-2-imino-1,2-dihydropyridine-3-carboxamide hydrochloride

HRID 1260875Notes

Reaction equation

HRID 1260875 reaction equation
[C:1]([CH:3]([CH:7]1[C:11]([Cl:12])=[C:10](Cl)C(=O)O1)[C:4]([NH2:6])=[O:5])#[N:2].Cl.[O:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:19][CH2:18][C@@H:17]1[CH2:26][NH2:27]>>[ClH:12].[Cl:12][C:11]1[CH:7]=[C:3]([C:4]([NH2:6])=[O:5])[C:1](=[NH:2])[N:27]([CH2:26][C@H:17]2[CH2:18][CH2:19][C:20]3[C:25](=[CH:24][CH:23]=[CH:22][CH:21]=3)[O:16]2)[CH:10]=1

Participants

3

Reactant 2

HCID 5417922-Cyano-2-(3,4-dichloro-5(2H)-oxo-2-furyl)acetamideHCID 55250747(R)-chroman-2-ylmethanamine hydrochloride

Product 1

HCID 686614865-chloro-1-[(2R)-3,4-dihydro-2H-chromen-2-ylmethyl]-2-imino-1,2-dihydropyridine-3-carboxamide hydrochloride

Procedure

According to the method of Example 160, 2-cyano-2-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetamide was reacted with 1-[(2R)-3,4-dihydro-2H-chromen-2-yl]methanamine hydrochloride to give the title compound.

Sources & evidence

ORD record
ord-60051e17d8ec48b0b1580a9ad44daf13
Source dataset
uspto-grants-2013_06
Patent number
US08470859B2

Reaction notes

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