4-Aminotetrahydropyran → HCID 67420018, compound

HRID 2219367Notes

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:14]=[CH:15][N:16]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)[CH:17]=1.[O:27]1[CH2:32][CH2:31][CH:30]([NH2:33])[CH2:29][CH2:28]1>>[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:14]=[CH:15][N:16]([C:18]2[CH:19]=[CH:20][C:21]([C:22]([NH:33][CH:30]3[CH2:31][CH2:32][O:27][CH2:28][CH2:29]3)=[O:24])=[CH:25][CH:26]=2)[CH:17]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67420918HCID 67420918, compound

Product 1

HCID 67420018HCID 67420018, compoundYield 13%

Procedure

As described for Example 71c, 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid (100 mg, 0.29 mmol) was converted, using tetrahydro-pyran-4-ylamine instead of cyclopropylmethylamine, to the title compound (16 mg, 13%) which was obtained as an off-white solid. MS: m/e=428.9 [M+H]+.

Sources & evidence

ORD record: ord-eeca091525844e89b2dc6057c71e9570
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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