2-Chloro-3-(2,3-epoxy-propoxy)-pyrazine → 1-[2-(2-Carbamoylphenyloxy)-ethyl-amino]-3-(2-chloro-3-pyrazinyloxy)-2-propanol

HRID 2399167Notes

Reaction equation

HRID 2399167 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[CH:10][C:6]=1[C:7]([NH2:9])=[O:8].[Cl:14][C:15]1[C:20]([O:21][CH2:22][CH:23]2[O:25][CH2:24]2)=[N:19][CH:18]=[CH:17][N:16]=1>>[C:7]([C:6]1[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=1[O:4][CH2:3][CH2:2][NH:1][CH2:24][CH:23]([OH:25])[CH2:22][O:21][C:20]1[C:15]([Cl:14])=[N:16][CH:17]=[CH:18][N:19]=1)(=[O:8])[NH2:9]

Participants

3

Reactant 2

HCID 128021292-Chloro-3-(2,3-epoxy-propoxy)-pyrazineHCID 213332162-(2-Aminoethoxy)benzamide

Product 1

HCID 213332921-[2-(2-Carbamoylphenyloxy)-ethyl-amino]-3-(2-chloro-3-pyrazinyloxy)-2-propanol

Procedure

Analogously to the process described in Example 23, 9.0 g of 2-(2-aminoethoxy)-benzamide and 9.3 g of 2-chloro-3-(2,3-epoxy-propoxy)-pyrazine give 1-[2-(2-carbamoylphenyloxy)-ethyl-amino]-3-(2-chloro-3-pyrazinyloxy)-2-propanol, melting point 132°-133° C. The neutral fumaric acid salt prepared therefrom using the calculated amount of fumaric acid crystallises from a mixture of methanol and diethyl ether, melting point 167°-168° C.

Sources & evidence

ORD record
ord-89286e504bf54b2eb8f569abb0012dc2
Source dataset
uspto-grants-1977_05
Patent number
US04027027

Reaction notes

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