4-Aminotetrahydropyran → HCID 68933944, compound

HRID 332359Notes

Reaction equation

HRID 332359 reaction equation
CO[C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:14][O:15][C:16]=2[C:17]([F:20])([F:19])[F:18])=[N:6][CH:5]=1.COC(=O)C1C=CC(OC[C:39]2[C:40]([C:45]3[CH:50]=CC=C(F)C=3)=[N:41][O:42][C:43]=2C)=NC=1.NC1CCOCC1>>[C:21]1([C:13]2[C:12]([CH2:11][O:10][C:7]3[CH:8]=[CH:9][C:4]([C:3]([NH:41][CH:40]4[CH2:45][CH2:50][O:42][CH2:43][CH2:39]4)=[O:27])=[CH:5][N:6]=3)=[C:16]([C:17]([F:19])([F:20])[F:18])[O:15][N:14]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 4192234-AminotetrahydropyranHCID 684418946-[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl esterHCID 684432696-(3-Phenyl-5-trifluoromethyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester

Product 1

HCID 68933944HCID 68933944, compoundYield 94%

Procedure

As described for example 90, 6-(3-phenyl-5-trifluoromethyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (100 mg, 0.26 mmol), instead of 6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester was converted, using 4-aminotetrahydropyran instead of cyclopropylmethylamine, to the title compound (111 mg, 94%) which was obtained as a white solid. MS: m/e=448.3 [M+H]+.

Sources & evidence

ORD record
ord-680dbb613b894278a9192f3496d60028
Source dataset
uspto-grants-2014_11
Patent number
US08877783B2

Reaction notes

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