3-Hydroxypyridine → HCID 18625806, compound

HRID 1860086Notes

Reaction equation

HRID 1860086 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH:19]([OH:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O[C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:18][CH:19]([O:24][C:26]2[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=2)[C:20]([O:22][CH3:23])=[O:21])=[CH:16][CH:17]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

6

Reactant 4

HCID 79713-HydroxypyridineHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 18625783HCID 18625783, compound

Product 1

HCID 18625806HCID 18625806, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a similar manner to that described in Example 122, a reaction was carried out using methyl 3-[4-(2-t-butoxycarbonylaminoethoxy)phenyl]-2-hydroxypropionate (404 mg), which is obtained in a similar manner to that described in Reference example 39(a), 3-hydroxypyridine (227 mg), triphenylphosphine (938 mg) and solution of diethylazodicarboxylate in toluene (40%, 0.65 ml) and the reaction mixture was treated to afford the desired compound (345 mg) as a colorless oil.

Workup

  1. customwhich is obtained in a similar manner to that
  2. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-e5403d22153549c1a0c469d43a2c80f3
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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