4-Aminotetrahydropyran → HCID 67214923, compound

HRID 1983198Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([C:13]3[C:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[N:15][O:16][C:17]=3[CH3:18])=[N:11][N:12]=2)=[CH:4][N:3]=1.[NH2:25][CH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[CH3:18][C:17]1[O:16][N:15]=[C:14]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]=1[C:10]1[O:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([NH:25][CH:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[N:3][CH:4]=2)=[N:12][N:11]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 86613584HCID 86613584, compound

Product 1

HCID 67214923HCID 67214923, compoundYield 49%

Procedure

As described for example 136b, 2-chloro-5-[5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-pyridine (200 mg, 0.59 mmol) was converted using 4-aminotetrahydropyran instead of morpholine to the title compound (117 mg, 49%) which was obtained as a light yellow solid. MS: m/e=404.4 [M+H]+.

Sources & evidence

ORD record: ord-c102cacdb633488cbf18ada25e1c3027
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07541372B2

Reaction notes

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