Morpholine → HCID 59568462, compound

HRID 1695370Notes

Reaction equation

CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([CH2:18][CH2:19][CH2:20][CH3:21])=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>>[CH2:18]([C:13]1[C:12]([CH2:11][O:10][C:8]2[CH:9]=[C:5]([C:3]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)=[O:4])[NH:6][N:7]=2)=[C:16]([CH3:17])[O:15][N:14]=1)[CH2:19][CH2:20][CH3:21]

Participants

Reactant 2

HCID 8083Morpholine

HCID 66643879HCID 66643879, compound

Product 1

HCID 59568462HCID 59568462, compoundYield 51%

Procedure

As described for example 26d, 5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.34 mmol) was converted, using morpholine instead of 4-aminotetrahydropyran, to the title compound (61 mg, 51%) which was obtained as a colorless oil. MS: m/e=349.2 [M+H]+.

Sources & evidence

ORD record: ord-900e1ef04f1c4ee394feb9fe3059631a
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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