4-Aminotetrahydropyran → HCID 67420923, compound

HRID 2219376Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][CH:4]([NH2:7])[CH2:3][CH2:2]1.[CH3:8][C:9]1[O:13][N:12]=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]=1[C:20]1[N:21]=[CH:22][N:23]([C:25]2[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=2)[C:28](O)=[O:29])[CH:24]=1>>[CH3:8][C:9]1[O:13][N:12]=[C:11]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:10]=1[C:20]1[N:21]=[CH:22][N:23]([C:25]2[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=2)[C:28]([NH:7][CH:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)=[O:29])[CH:24]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67421094HCID 67421094, compound

Product 1

HCID 67420923HCID 67420923, compoundYield 42%

Procedure

As described for Example 71, tetrahydro-pyran-4-ylamine was converted, using 3-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid (100 mg, 0.29 mmol) instead of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid, to the title compound (52 mg, 42%) which was obtained as an off-white solid. MS: m/e=413.0 [M+H]+.

Sources & evidence

ORD record: ord-229e3124f28e4ec3bce343b596574ac2
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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