Sodium hydride → HCID 20483402, compound

HRID 647987Notes

Reaction equation

HRID 647987 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][C:5]([CH3:9])=[CH:4][N:3]=1.C1(C2[N:20]([CH:21]([CH3:23])[CH3:22])[CH2:19][CH:18]([CH2:24][OH:25])[O:17]2)C=CC=CC=1.[H-].[Na+]>>[Cl:1][C:2]1[C:7]([O:25][CH2:24][CH:18]([OH:17])[CH2:19][NH:20][CH:21]([CH3:23])[CH3:22])=[N:6][C:5]([CH3:9])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 125661982-Phenyl-3-isopropyl-5-hydroxymethyloxazolidineHCID 128581342,3-Dichloro-5-methylpyrazine

Product 1

HCID 20483402HCID 20483402, compound

Procedure

Analogously to the description in Example 11, 8.2 g (0.05 mol) of 2,3-dichloro-5-methyl-pyrazine, 11 g (0.05 mol) of 2-phenyl-3-isopropyl-5-hydroxymethyl-oxazolidine and 3.4 g of a 50% strength suspension of sodium hydride in paraffin oil give 2-chloro-3-(3'-isopropylamino-2'-hydroxy-propoxy)-5-methyl-pyrazine, melting point 109°-110° C. when crystallised from benzene. The fumarate prepared therefrom by means of fumaric acid crystallises from methanol-ether, melting point 164°-165° C.

Sources & evidence

ORD record
ord-f40ae1cc6c4347acac6a0d9a655d1e8d
Source dataset
uspto-grants-1983_10
Patent number
US04410530

Reaction notes

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