4-Aminotetrahydropyran → HCID 16723002, compound

HRID 2421171Notes

Reaction equation

[N:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[O:15][C:16]([C:19]4[C:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)=[N:21][O:22][C:23]=4[CH3:24])=[N:17][N:18]=3)=[CH:10][CH:9]=2)=[O:7])[CH:5]=[CH:4]N=C1.NC1C[CH2:36][O:35][CH2:34][CH2:33]1>>[CH3:24][C:23]1[O:22][N:21]=[C:20]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]=1[C:16]1[O:15][C:14]([C:11]2[CH:10]=[CH:9][C:8]([C:6]([NH:1][CH:5]3[CH2:33][CH2:34][O:35][CH2:36][CH2:4]3)=[O:7])=[CH:13][CH:12]=2)=[N:18][N:17]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67215374HCID 67215374, compound

Product 1

HCID 16723002HCID 16723002, compoundYield 46%

Procedure

As described for example 78c, imidazol-1-yl-{4-[5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-phenyl}-methanone (200 mg, 0.50 mmol) was converted using 4-aminotetrahydropyran instead of cyclopropylamine to the title compound (SiO2, heptane:ethyl acetate:dichloromethane:methanol=40:40:20:0 to 0:75:20:5, 100 mg, 46%) which was obtained a white solid. MS: m/e=431.3 [M+H]+.

Sources & evidence

ORD record: ord-2f7471d8b012486082a7a35721713a0f
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07956074B2

Reaction notes

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