4-Aminotetrahydropyran → HCID 59568449, compound

HRID 1695504Notes

Reaction equation

[CH3:1][N:2]1[C:6]([C:7]([OH:9])=O)=[CH:5][C:4]([NH: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])=[N:3]1.[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:7]([C:6]2[N:2]([CH3:1])[N:3]=[C:4]([NH: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])[CH:5]=2)=[O:9])[CH2:26][CH2:27]1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 66646518HCID 66646518, compound

Product 1

HCID 59568449HCID 59568449, compoundYield 96%

Procedure

As described for example 160c, 1-methyl-3-((5-methyl-3-(pyridin-2-yl)isoxazol-4-yl)methylamino)-1H-pyrazole-5-carboxylic acid (14 mg; 44.7 μmol) was converted, using 4-aminotetrahydropyran instead of isopropylamine, to the title compound (17 mg, 96%) which was obtained as a white solid. MS: m/e=397.2 [M+H]+.

Sources & evidence

ORD record: ord-ee724858cbea4661b337828d9f098401
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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