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

HRID 2410355Notes

Reaction equation

HRID 2410355 reaction equation
[CH:1]1([CH2:6][O:7][C:8]2[C:13]3[C:14]([O:17][CH2:18][CH:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[N:15][O:16][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.O=[CH:26][CH2:27][C:28]1([C:34]([O:36][CH3:37])=[O:35])[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.C(C1(C(OC)=O)CCC1)=O>>[CH:1]1([CH2:6][O:7][C:8]2[C:13]3[C:14]([O:17][CH2:18][CH:19]4[CH2:20][CH2:21][N:22]([CH2:26][CH2:27][C:28]5([C:34]([O:36][CH3:37])=[O:35])[CH2:29][CH2:30][O:31][CH2:32][CH2:33]5)[CH2:23][CH2:24]4)=[N:15][O:16][C:12]=3[CH:11]=[CH:10][CH:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 15656335Methyl 1-formylcyclobutane-1-carboxylateHCID 58468045methyl 4-(2-oxoethyl)tetrahydro-2H-pyran-4-carboxylateHCID 693171894-(Cyclopentylmethoxy)-3-(piperidin-4-ylmethoxy)-1,2-benzisoxazole

Product 1

HCID 69319025Methyl 4-{2-[4-({[4-(cyclopentylmethoxy)-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-(cyclopentylmethoxy)-3-(piperidin-4-ylmethoxy)-1,2-benzisoxazole (EXAMPLE 22, Step 2) 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-4a02858feff341208409a840ea9ffc8f
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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