Chloroform → HCID 45256877, compound

HRID 2065596Notes

Reaction equation

HRID 2065596 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[CH:16]1[CH:21]=[CH:20][C:19]([C@@H:22]([NH2:25])[CH2:23][OH:24])=[CH:18][CH:17]=1.C(Cl)(Cl)Cl>CO>[Cl:15][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH:25][C@H:22]([C:19]1[CH:20]=[CH:21][CH:16]=[CH:17][CH:18]=1)[CH2:23][OH:24])[C:11]([C:12]([OH:14])=[O:13])=[CH:10]2

Participants

5

Reactant 3

HCID 6212ChloroformHCID 2724025(R)-beta-aminophenethyl alcoholHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45256877HCID 45256877, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with D-phenylglycinol to provide the title compound in 23% yield as yellow needles (flash chromatography on SiO2, eluent CHCl3, MeOH, AcOH—15, 1, 0.2).

Sources & evidence

ORD record
ord-7e77e9e98623405b882fc394514b756d
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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