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

HRID 2410340Notes

Reaction equation

HRID 2410340 reaction equation
[CH2:1]([O:5][C:6]1[C:11]2[C:12]([O:15][CH2:16][CH:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[N:13][O:14][C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH:2]([CH3:4])[CH3:3].O=[CH:24][CH2:25][C:26]1([C:32]([O:34][CH3:35])=[O:33])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1.C(C1(C(OC)=O)CCCC1)=O>>[CH2:1]([O:5][C:6]1[C:11]2[C:12]([O:15][CH2:16][CH:17]3[CH2:22][CH2:21][N:20]([CH2:24][CH2:25][C:26]4([C:32]([O:34][CH3:35])=[O:33])[CH2:27][CH2:28][O:29][CH2:30][CH2:31]4)[CH2:19][CH2:18]3)=[N:13][O:14][C:10]=2[CH:9]=[CH:8][CH:7]=1)[CH:2]([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 10931680Methyl 1-formylcyclopentanecarboxylateHCID 58468045methyl 4-(2-oxoethyl)tetrahydro-2H-pyran-4-carboxylateHCID 693169774-Isobutoxy-3-(piperidin-4-ylmethoxy)-1,2-benzisoxazole

Product 1

HCID 69317456Methyl 4-[2-(4-{[(4-isobutoxy-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-isobutoxy-3-(piperidin-4-ylmethoxy)-1,2-benzisoxazole (EXAMPLE 10, Step 1) 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-formylcyclopentanecarboxylate.

Sources & evidence

ORD record
ord-50923b9733dc41e0b4cc698de11445b0
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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