Cyclobutanone → 4-[(1-Cyclopentyl-4-piperidinyl)oxy]benzaldehyde

HRID 2422671Notes

Reaction equation

C(O[C:4]([C:6]1[CH:25]=[CH:24][C:9]([O:10][CH:11]2[CH2:16][CH2:15][N:14]([C:17](OC(C)(C)C)=O)[CH2:13][CH2:12]2)=[CH:8][CH:7]=1)=[O:5])C.C(OC1(O[Si](C)(C)C)CC1)C.[C:37]1(=O)[CH2:40][CH2:39][CH2:38]1>>[CH:17]1([N:14]2[CH2:13][CH2:12][CH:11]([O:10][C:9]3[CH:8]=[CH:7][C:6]([CH:4]=[O:5])=[CH:25][CH:24]=3)[CH2:16][CH2:15]2)[CH2:39][CH2:38][CH2:37][CH2:40]1

Participants

Reactant 3

HCID 14496Cyclobutanone

HCID 2734686(1-Ethoxycyclopropoxy)trimethylsilane

HCID 11783050ethyl 4-(1-t-butoxycarbonyl-4-piperidyloxy)benzoate

Product 1

HCID 866244604-[(1-Cyclopentyl-4-piperidinyl)oxy]benzaldehyde

Procedure

Compounds of Reference Examples 2 and 3 can be produced according to the method of Reference Example 1 but starting from tert-butyl 4-[4-(ethoxycarbonyl)phenoxy]tetrahydro-1(2H)-pyridinecarboxylate and [(1-ethoxycyclopropyl)oxy](trimethyl)silane or cyclobutanone.

Workup

customCompounds of Reference Examples 2 and 3 can be produced

Sources & evidence

ORD record: ord-166efe9e557e43c2be506563d8f5d2c8
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960394B2

Reaction notes

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