N-Aminomorpholine → HCID 49792870, compound

HRID 1695360Notes

Reaction equation

HRID 1695360 reaction equation
CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][N:18]=3)=[N:14][O:15][CH:16]=2)[CH:9]=1)=[O:4].COC(C1NN=C(OCC2C(C3C=CC=CC=3)=NOC=2C)C=1)=O.[NH2:47][N:48]1[CH2:53][CH2:52][O:51][CH2:50][CH2:49]1>>[N:48]1([NH:47][C:3]([C:5]2[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([C:17]4[CH:22]=[CH:21][C:20]([F:23])=[CH:19][N:18]=4)=[N:14][O:15][CH:16]=3)[CH:9]=2)=[O:4])[CH2:53][CH2:52][O:51][CH2:50][CH2:49]1

Participants

4

Reactant 3

HCID 20315N-AminomorpholineHCID 66643828HCID 66643828, compoundHCID 66643884HCID 66643884, compound

Product 1

HCID 49792870HCID 49792870, compoundYield 38%

Procedure

As described for example 1b, 5-[3-(5-fluoro-pyridin-2-yl)-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester (70 mg, 0.22 mmol), instead of 5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester, was converted, using 4-aminomorpholine instead of morpholine, to the title compound (32 mg, 38%) which was obtained as a white solid. MS: m/e=389.1 [M+H]+.

Sources & evidence

ORD record
ord-ae12fe10ad594eccb08b9736119b0266
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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