4-Aminotetrahydropyran → HCID 25132823, compound

HRID 2262570Notes

Reaction equation

CO[C:3](=[O:31])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[C:13]([C:15]3[C:16]([C:24]4[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=4)=[N:17][O:18][C:19]=3[C:20]([F:23])([F:22])[F:21])[N:12]=[CH:11]2)=[N:6][CH:5]=1.[NH2:32][CH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>>[F:30][C:27]1[CH:26]=[CH:25][C:24]([C:16]2[C:15]([C:13]3[N:12]=[CH:11][N:10]([C:7]4[CH:8]=[CH:9][C:4]([C:3]([NH:32][CH:33]5[CH2:38][CH2:37][O:36][CH2:35][CH2:34]5)=[O:31])=[CH:5][N:6]=4)[CH:14]=3)=[C:19]([C:20]([F:22])([F:21])[F:23])[O:18][N:17]=2)=[CH:29][CH:28]=1

Participants

Reactant 2

HCID 4192234-Aminotetrahydropyran

HCID 67363061HCID 67363061, compound

Product 1

HCID 25132823HCID 25132823, compoundYield 99.7%

Procedure

As described for Example 38b, 6-{4-[3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-nicotinic acid methyl ester (100 mg, 0.23 mmol), was converted, using 4-aminotetrahydropyran (96.35 μL, 0.9 mmol) instead of cyclopropanemethylamine, to the title compound (115 mg, 99%) which was obtained as a white solid. MS: m/e=501.8 [M+H]+.

Sources & evidence

ORD record: ord-593fc214bfa8473e8ff98ca45b1e6cd8
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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