Methyl 1-formylcyclobutane-1-carboxylate → Methyl 4-{2-[4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidin-1-yl]ethyl}-tetrahydro-2H-pyran-4-carboxylate

HRID 2410352Notes

Reaction equation

HRID 2410352 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.O=[CH:25][CH2:26][C:27]1([C:33]([O:35][CH3:36])=[O:34])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.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]([CH2:25][CH2:26][C:27]5([C:33]([O:35][CH3:36])=[O:34])[CH2:28][CH2:29][O:30][CH2:31][CH2:32]5)[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 15656335Methyl 1-formylcyclobutane-1-carboxylateHCID 58468045methyl 4-(2-oxoethyl)tetrahydro-2H-pyran-4-carboxylateHCID 693197234-(Cyclobutylmethoxy)-3-(Piperidin-4-ylmethoxy)-1,2-benzisoxazole

Product 1

HCID 69317060Methyl 4-{2-[4-({[4-(cyclobutylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidin-1-yl]ethyl}-tetrahydro-2H-pyran-4-carboxylate

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 4-(2-oxoethyl)tetrahydro-2H-pyran-4-carboxylate (WO 2004/043958) instead of 3-(piperidin-4-ylmethoxy)-4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazole and methyl 1-formylcyclobutanecarboxylate.

Sources & evidence

ORD record
ord-60f20290d7384f0e89c300f87b14864a
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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