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(alphaR)-4-Methoxy-alpha-methylbenzeneethanamine → HCID 54051299, compound

HRID 1380139
Notes
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Reaction equation

HRID 1380139 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6951129(alphaR)-4-Methoxy-alpha-methylbenzeneethanamineHCID 137449068-(Benzyloxy)-5-(2,2-dihydroxyacetyl)quinolin-2(1h)-one

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-8f647a57404b44ca8a59e9f36c3395b9
Source dataset
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04579854

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes