4-Aminotetrahydropyran → HCID 49792957, compound

HRID 1695425Notes

Reaction equation

HRID 1695425 reaction equation
CO[C:3]([C:5]1[N:6]([CH3:24])[N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].COC(C1NN=C(OC[C:36]2[C:37]([C:42]3[CH:47]=CC=CC=3)=[N:38][O:39][C:40]=2C)C=1)=O.NC1CCOCC1>>[O:39]1[CH2:47][CH2:42][CH:37]([NH:38][C:3]([C:5]2[N:6]([CH3:24])[N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([CH:18]4[CH2:19][CH2:20][O:21][CH2:22][CH2:23]4)=[N:14][O:15][C:16]=3[CH3:17])[CH:9]=2)=[O:4])[CH2:36][CH2:40]1

Participants

4

Reactant 3

HCID 4192234-AminotetrahydropyranHCID 66643841HCID 66643841, compoundHCID 66643884HCID 66643884, compound

Product 1

HCID 49792957HCID 49792957, compoundYield 76%

Procedure

As described for example 1b, 2-methyl-5-[5-methyl-3-(tetrahydro-pyran-4-yl)-isoxazol-4-ylmethoxy]-2H-pyrazole-3-carboxylic acid methyl ester (200 mg, 0.6 mmol), instead of 5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester, was converted, using 4-aminotetrahydropyran instead of morpholine, to the title compound (183 mg, 76%) which was obtained as a colorless gum. MS: m/e=403.1 [M−H]−.

Sources & evidence

ORD record
ord-ca30a92c657741658d74282e8b1d155f
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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