Methanol → HCID 19871301, compound

HRID 329686Notes

Reaction equation

[N:1]([CH2:4][CH:5]([OH:33])[CH2:6][O:7][CH2:8][C:9]1[NH:10][C:11]([CH3:32])=[C:12]([C:28]([O:30][CH3:31])=[O:29])[CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=2[Cl:27])[C:14]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N+]=[N-].C(S)CCS.C(N(CC)CC)C.C[OH:47]>>[OH2:7].[C:8]([OH:7])(=[O:47])/[CH:9]=[CH:14]/[C:15]([OH:17])=[O:16].[NH2:1][CH2:4][CH:5]([OH:33])[CH2:6][O:7][CH2:8][C:9]1[NH:10][C:11]([CH3:32])=[C:12]([C:28]([O:30][CH3:31])=[O:29])[CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:21]=2[Cl:27])[C:14]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

Reactant 4

HCID 887Methanol

HCID 80131,3-Propanedithiol

HCID 8471Triethylamine

HCID 86743649HCID 86743649, compound

Product 1

HCID 19871301HCID 19871301, compound

Procedure

1-Amino-3-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl]methoxy}-2-hydroxypropane fumarate hydrate was prepared similarly to the method described in the previous Example using 1-azido-3-{[4-(2,3-dichlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl]methoxy}-2-hydroxypropane, propane-1,3-dithiol and triethylamine in methanol. The product was characterised as a hydrate of the fumarate salt, m.p. 170° C.

Sources & evidence

ORD record: ord-a5c10640a91048bca074d07f1d56b976
Source dataset: uspto-grants-1990_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04892881

Reaction notes

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