4-Aminotetrahydropyran → HCID 178434993, compound

HRID 1695344Notes

Reaction equation

CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH2:24][CH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[O:28]1[CH2:29][CH2:30][CH:25]([NH:24][C:3]([C:5]2[CH:9]=[C:8]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=4)=[N:14][O:15][C:16]=3[CH3:17])[NH:7][N:6]=2)=[O:4])[CH2:26][CH2:27]1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 66643702HCID 66643702, compound

Product 1

HCID 178434993HCID 178434993, compoundYield 99%

Procedure

As described for example 14e, 5-(5-methyl-3-pyridin-2-yl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (70 mg, 0.22 mmol) was converted, using 4-aminotetrahydropyran instead of isopropylamine to the title compound (85 mg, 99%), which was obtained as a colorless oil. MS: m/e=384.2 [M+H]+.

Sources & evidence

ORD record: ord-d167d7c98322433a8b99470d43aeb250
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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