(αR)-4-Methoxy-α-methylbenzeneethanamine → HCID 54051299, compound

HRID 1722598Notes

Reaction equation

HRID 1722598 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:20](=[O:24])[CH:21](O)O)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][C@H:34]([NH2:36])[CH3:35])=[CH:29][CH:28]=1>CS(C)=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:20](=[O:24])[CH:21]=[N:36][C@H:34]([CH3:35])[CH2:33][C:30]2[CH:31]=[CH:32][C:27]([O:26][CH3:25])=[CH:28][CH:29]=2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6951129(αR)-4-Methoxy-α-methylbenzeneethanamineHCID 137449065-(2,2-Dihydroxyacetyl)-8-(phenylmethoxy)-2(1H)-quinolinone

Product 1

HCID 54051299HCID 54051299, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

One g of 8-benzyloxy-5-(dihydroxyacetyl)carbostiril 1/3 hydrate and 520 mg of (R)-N-(2-(p-methoxyphenyl)-1-methylethyl)amine are dissolved in 10 ml of dimethylsulfoxide, and the solution is stirred at room temperature for one hour. After the reaction is completed, the mixture is treated in the same manner as described in Example 10-(1). 1.06 g of 8-benzyloxy-5-{1-oxo-2-[N-((1R)-2-(p-methoxyphenyl)-1-methylethyl)imino]ethyl}carbostyril are obtained as pale yellow scales. Yield: 75%

Workup

  1. additionthe mixture is treated in the same manner

Sources & evidence

ORD record
ord-874dcd284ec341f4af5a933cddfdc478
Source dataset
uspto-grants-1989_08
Patent number
USRE033024

Reaction notes

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