4-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-2,3-dihydro-furo[2,3-c]pyridin-5-yl]-piperazine-1-carboxylic acid benzyl ester → 4-(5-Piperazin-1-yl-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184720Notes

Reaction equation

HRID 1184720 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[CH:18]=[C:19]3[CH2:25][CH:24]([CH:26]4[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]4)[O:23][C:20]3=[CH:21][N:22]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[C:35]([O:34][C:32]([N:29]1[CH2:30][CH2:31][CH:26]([CH:24]2[O:23][C:20]3=[CH:21][N:22]=[C:17]([N:14]4[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]4)[CH:18]=[C:19]3[CH2:25]2)[CH2:27][CH2:28]1)=[O:33])([CH3:38])([CH3:36])[CH3:37]

Participants

4

Reactant 1

HCID 679738584-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-2,3-dihydro-furo[2,3-c]pyridin-5-yl]-piperazine-1-carboxylic acid benzyl ester

Product 1

HCID 679734674-(5-Piperazin-1-yl-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound is prepared by catalytic hydrogenation of 4-[2-(1-tert-butoxycarbonyl-piperidin-4-yl)-2,3-dihydro-furo[2,3-c]pyridin-5-yl]-piperazine-1-carboxylic acid benzyl ester in methanol in the presence of 10% Pd/C. LC (method 10): tR=1.28 min; Mass spectrum (ESI+): m/z=389 [M+H]+.

Sources & evidence

ORD record
ord-320d8808314c4d4eb0e1a109498cc8d1
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

Loading…