Methyl 2,2-dimethyl-3-oxopropanoate → Methyl 3-[4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidin-1-yl]-2,2-dimethylpropanoate

HRID 2410351Notes

Reaction equation

HRID 2410351 reaction equation
[CH:1]1([CH2:5][O:6][C:7]2[C:12]3[C:13]([O:16][CH2:17][CH:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)=[N:14][O:15][C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH2:4][CH2:3][CH2:2]1.[CH3:24][C:25]([CH3:32])([CH:30]=O)[C:26]([O:28][CH3:29])=[O:27].C(C1(C(OC)=O)CCC1)=O>>[CH:1]1([CH2:5][O:6][C:7]2[C:12]3[C:13]([O:16][CH2:17][CH:18]4[CH2:19][CH2:20][N:21]([CH2:24][C:25]([CH3:32])([CH3:30])[C:26]([O:28][CH3:29])=[O:27])[CH2:22][CH2:23]4)=[N:14][O:15][C:11]=3[CH:10]=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 11137194Methyl 2,2-dimethyl-3-oxopropanoateHCID 15656335Methyl 1-formylcyclobutane-1-carboxylateHCID 693197234-(Cyclobutylmethoxy)-3-(Piperidin-4-ylmethoxy)-1,2-benzisoxazole

Product 1

HCID 69318763Methyl 3-[4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidin-1-yl]-2,2-dimethylpropanoate

Procedure

The title compound was prepared according to the procedure described in Step 3 of EXAMPLE 2 using 4-(cyclobutylmethoxy)-3-(piperidin-4-ylmethoxy)-1,2-benzisoxazole (EXAMPLE 17, Step 4) and methyl 2,2-dimethyl-3-oxopropanoate (Tetrahedron Asymmetry 2003, 14, 3371-3378) instead of 3-(piperidin-4-ylmethoxy)-4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazole and methyl 1-formylcyclobutan-carboxylate.

Sources & evidence

ORD record
ord-f46770403b734d4aa341d89e3d66c817
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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