Cyclopropylamine → 4-Fluoro-piperidine-4-carboxylic acid tert-butylamide

HRID 1486730Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][C:11]([F:17])([C:14]([OH:16])=O)[CH2:10][CH2:9]1)=O)(C)(C)C.[CH:18]1(N)CC1.C(OC(N1CCC(C(=O)[NH:36][CH:37]2[CH2:42]CCC[CH2:38]2)CC1)=O)(C)(C)C>>[C:37]([NH:36][C:14]([C:11]1([F:17])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:16])([CH3:42])([CH3:18])[CH3:38]

Participants

Reactant 3

HCID 69828Cyclopropylamine

HCID 4273089N-Cyclohexyl 1-boc-piperidine-4-carboxamide

HCID 210503971-(tert-Butoxycarbonyl)-4-fluoropiperidine-4-carboxylic Acid

Product 1

HCID 867065504-Fluoro-piperidine-4-carboxylic acid tert-butylamide

Procedure

The title compound is prepared according to the reaction sequence 3.01a-2.01b described above using 1-(tert-butoxycarbonyl)-4-fluoropiperidine-4-carboxylic acid instead of 1-(tert-butoxycarbonyl)-piperidine-4-carboxylic acid and cyclopropylamine instead of cyclohexylamine as in 3.01a: LC-MS A: tR=0.41 min; [M+H]+=197.35.

Sources & evidence

ORD record: ord-bef1bbd76f9244e8a58747773c974deb
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428456B2

Reaction notes

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