4-Aminotetrahydropyran → HCID 86614348, compound

HRID 747863Notes

Reaction equation

[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:17]2[CH:18]=[C:19]([C:22](O)=[O:23])[CH:20]=[CH:21][C:16]2=[CH:15][N:14]=1.[O:25]1[CH2:30][CH2:29][CH:28]([NH2:31])[CH2:27][CH2:26]1>>[O:25]1[CH2:30][CH2:29][CH:28]([NH:31][C:22]([C:19]2[CH:20]=[CH:21][C:16]3[N:17]([C:13]([C:3]4[C:4]([C:7]5[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=5)=[N:5][O:6][C:2]=4[CH3:1])=[N:14][CH:15]=3)[CH:18]=2)=[O:23])[CH2:27][CH2:26]1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 58946092HCID 58946092, compound

Product 1

HCID 86614348HCID 86614348, compoundYield 55.2%

Procedure

As described for example 4b, 3-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,5-a]pyridine-6-carboxylic acid (58 mg, 0.18 mmol), was converted, using tetrahydropyran-4-ylamine (28 mg, 0.27 mmol) instead of cyclopropyl methylamine, to the title compound (40 mg, 55%) which was obtained as a light yellow solid. MS: m/e (ESI): 403.3 [M+H]+.

Sources & evidence

ORD record: ord-ff83131f41044209b717970683170dbd
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07399769B2

Reaction notes

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