Cyclopentanemethanol → tert-Butyl 4-({[4-(cyclopentylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidine-1-carboxylate

HRID 2410353Notes

Reaction equation

HRID 2410353 reaction equation
[OH:1][C:2]1[C:7]2[C:8]([O:11][CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)=[N:9][O:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH:26]1([CH2:31]O)[CH2:30][CH2:29][CH2:28][CH2:27]1.OCC1CCN(CC2(C(OC)=O)CCCC2)CC1>>[CH:26]1([CH2:31][O:1][C:2]2[C:7]3[C:8]([O:11][CH2:12][CH:13]4[CH2:14][CH2:15][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:17][CH2:18]4)=[N:9][O:10][C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

4

Reactant 3

HCID 77195CyclopentanemethanolHCID 69317059Methyl 1-{[4-(hydroxymethyl)piperidin-1-yl]methyl}cyclopentanecarboxylateHCID 136263840HCID 136263840, compound

Product 1

HCID 69317710tert-Butyl 4-({[4-(cyclopentylmethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)piperidine-1-carboxylate

Procedure

The title compound was prepared according to the procedure described in Step 4 of EXAMPLE 9 using tert-butyl 4-{[(4-hydroxy-1,2-benzisoxazol-3-yl)oxy]methyl}piperidine-1-carboxylate (EXAMPLE 17, Step 2) and cyclopentylmethanol instead of 4-[(4-methoxybenzyl)oxy]-1,2-benzisoxazol-3-ol and methyl 1-{[4-(hydroxymethyl)piperidin-1-yl]methyl}cyclopentanecarboxylate.

Sources & evidence

ORD record
ord-86a35938e8ad48fa9f005cdb6e27051e
Source dataset
uspto-grants-2014_08
Patent number
US08816090B2

Reaction notes

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