5-(Thiophen-2-yl)-1,2-oxazole-3-carboxylic acid → 5-Thiophen-2-yl-isoxazole-3-carboxylic acid {1-[2-(3-methoxy-quinolin-6-yloxy)-ethyl]-piperidin-4-yl}-amide

HRID 1019972Notes

Reaction equation

HRID 1019972 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]([OH:13])=[CH:8][CH:7]=2.C(O[C:19](=[O:30])[NH:20][CH:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28]O)[CH2:23][CH2:22]1)(C)(C)C.[S:31]1[CH:35]=[CH:34][CH:33]=[C:32]1[C:36]1[O:40][N:39]=[C:38](C(O)=O)[CH:37]=1>>[CH3:1][O:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]([O:13][CH2:28][CH2:27][N:24]1[CH2:23][CH2:22][CH:21]([NH:20][C:19]([C:38]3[CH:37]=[C:36]([C:32]4[S:31][CH:35]=[CH:34][CH:33]=4)[O:40][N:39]=3)=[O:30])[CH2:26][CH2:25]1)=[CH:8][CH:7]=2

Participants

4

Reactant 3

HCID 31570985-(Thiophen-2-yl)-1,2-oxazole-3-carboxylic acidHCID 45076484[1-(2-Hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl esterHCID 667465543-Methoxy-quinolin-6-ol

Product 1

HCID 667468735-Thiophen-2-yl-isoxazole-3-carboxylic acid {1-[2-(3-methoxy-quinolin-6-yloxy)-ethyl]-piperidin-4-yl}-amide

Procedure

The title compound is prepared as a brown solid following Scheme 1 and in analogy to Example 2 using 3-methoxy-quinolin-6-ol, [1-(2-hydroxy-ethyl)-piperidin-4-yl]-carbamic acid tert-butyl ester and 5-thiophen-2-yl-isoxazole-3-carboxylic acid as starting materials.

Sources & evidence

ORD record
ord-bd767b28c81140db9f0acd7e83c42353
Source dataset
uspto-grants-2014_05
Patent number
US08716280B2

Reaction notes

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