HCID 22258721, compound → HCID 136050754, compound

HRID 2115697Notes

Reaction equation

HRID 2115697 reaction equation
[NH2:1][C:2]1[N:14]=[C:13]([C:15]2[C:20]([O:21]CC3C=CC=CC=3)=[CH:19][CH:18]=[CH:17][C:16]=2[O:29]CC2C=CC=CC=2)[CH:12]=[C:11]([CH:37]2[CH2:42][CH2:41][CH2:40][N:39]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:38]2)[C:3]=1[C:4]([O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5]>C(OCC)(=O)C>[NH2:1][C:2]1[N:14]=[C:13]([C:15]2[C:20]([OH:21])=[CH:19][CH:18]=[CH:17][C:16]=2[OH:29])[CH:12]=[C:11]([CH:37]2[CH2:42][CH2:41][CH2:40][N:39]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:38]2)[C:3]=1[C:4]([O:6][C:7]([CH3:8])([CH3:9])[CH3:10])=[O:5]

Participants

3

Reactant 1

HCID 22258721HCID 22258721, compound

Product 1

HCID 136050754HCID 136050754, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A suspension of tert-butyl 2-amino-6-[2,6-bis(benzyloxy)phenyl]-4-[1-(tertbutoxycarbonyl)-3-piperidinyl]nicotinate (1.00 g, 1.052 mmol) and 10% Paradium-carbon (0.500 g) in 20 mL of ethyl acetate was stirred at room temperature under a hydrogen atmosphere (1 atm) overnight. After paradium carbon was removed by filtration on Celite®, the filtrate was concentrated under reduced pressure to give tertbutyl 2-amino-4-[1-(tert-butoxycarbonyl)-3-piperidinyl]-6-(2,6-dihydroxyphenyl)nicotinate as a brown oil. (0.710 g, yield; 97%)

Workup

  1. customAfter paradium carbon was removed by filtration on Celite®
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1dd618aa26164e7594196071c6a6170a
Source dataset
uspto-grants-2008_10
Patent number
US07435743B2

Reaction notes

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