N-Aminomorpholine → HCID 49803876, compound

HRID 1962980Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:15]3[CH:16]=[CH:17][C:18]([C:21]([OH:23])=O)=[N:19][CH:20]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1.[NH2:25][N:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[N:26]1([NH:25][C:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:12]3[C:8]([C:5]4[CH:4]=[CH:3][C:2]([F:1])=[CH:7][N:6]=4)=[N:9][O:10][C:11]=3[CH3:24])=[CH:20][N:19]=2)=[O:23])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1

Participants

Reactant 2

HCID 20315N-Aminomorpholine

HCID 66644519HCID 66644519, compound

Product 1

HCID 49803876HCID 49803876, compoundYield 60%

Procedure

As described for example 23f, 5-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-pyridine-2-carboxylic acid (75 mg, 0.23 mmol) was converted, using 4-aminomorpholine instead of isopropylamine, to the title compound (57 mg, 60%), which was obtained as a white solid after recrystallization from ethyl acetate/hexane. MS: m/e=414.3 [M+H]+.

Sources & evidence

ORD record: ord-64bda4d5a0274857bcc4c281a4374765
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08415379B2

Reaction notes

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