4-Aminotetrahydropyran → HCID 67421251, compound

HRID 2219388Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][CH:4]([NH2:7])[CH2:3][CH2:2]1.[F:8][C:9]1[CH:10]=[C:11]([C:15]2[C:19]([C:20]3[N:21]=[CH:22][N:23]([C:25]4[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=4)[C:28](O)=[O:29])[CH:24]=3)=[C:18]([CH3:34])[O:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1>>[F:8][C:9]1[CH:10]=[C:11]([C:15]2[C:19]([C:20]3[N:21]=[CH:22][N:23]([C:25]4[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=4)[C:28]([NH:7][CH:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)=[O:29])[CH:24]=3)=[C:18]([CH3:34])[O:17][N:16]=2)[CH:12]=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67421104HCID 67421104, compound

Product 1

HCID 67421251HCID 67421251, compoundYield 49%

Procedure

As described for Example 71c, tetrahydro-pyran-4-ylamine was converted, using 3-{4-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-imidazol-1-yl}-benzoic acid (100 mg, 0.28 mmol) instead of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid, to the title compound (56 mg, 49%) which was obtained as an off-white solid. MS: m/e=447.0 [M+H]+.

Sources & evidence

ORD record: ord-5d67c22801df4979b88f4f03581c2847
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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