4-Piperidinemethanol → Methyl 1-{[4-(hydroxymethyl)piperidin-1-yl]methyl}cyclopentanecarboxylate

HRID 2410337Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.[CH:9]([C:11]1([C:16]([O:18][CH3:19])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12]1)=O.C(C1(C(OC)=O)CCC1)=O>>[OH:8][CH2:7][CH:4]1[CH2:5][CH2:6][N:1]([CH2:9][C:11]2([C:16]([O:18][CH3:19])=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:2][CH2:3]1

Participants

Reactant 3

HCID 4207714-Piperidinemethanol

HCID 10931680Methyl 1-formylcyclopentanecarboxylate

HCID 15656335Methyl 1-formylcyclobutane-1-carboxylate

Product 1

HCID 69317059Methyl 1-{[4-(hydroxymethyl)piperidin-1-yl]methyl}cyclopentanecarboxylate

Procedure

The title compound was prepared according to the procedure described in Step 3 of EXAMPLE 2 using piperidin-4-ylmethanol and methyl 1-formylcyclopentanecarboxylate (Synthesis, 1997, 32) instead of 3-(piperidin-4-ylmethoxy)-4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazole and methyl 1-formylcyclobutanecarboxylate.

Sources & evidence

ORD record: ord-1a8ac5c1e38844cfb245f0c5e262d58c
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08816090B2

Reaction notes

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