4-Aminotetrahydropyran → HCID 46944272, compound

HRID 1695475Notes

Reaction equation

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

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 66643882HCID 66643882, compound

Product 1

HCID 46944272HCID 46944272, compoundYield 32%

Procedure

As described for example 122, 5-{(E)-2-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-vinyl}-2-methyl-2H-pyrazole-3-carboxylic acid was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (13 mg, 32%) which was obtained as a white solid. MS: m/e=411.2 [M+H]+.

Sources & evidence

ORD record: ord-0f1db0e9e2d8455a93b8c403301ec8d5
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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