Dichloromethane → HCID 14349738, compound

HRID 2292054Notes

Reaction equation

HRID 2292054 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:23])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([OH:22])=O)[N:19]=2)[C:7]=1[C:24]([O:26][CH:27]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])(=[O:3])[CH3:2].[CH2:40]([NH2:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.C(OC1C=CC2C(=CC=CC=2)N1C(OCC)=O)C.ClCCl>O>[C:1]([O:4][CH2:5][C:6]1[CH2:13][S:12][C@H:11]2[N:8]([C:9](=[O:23])[C@H:10]2[NH:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([NH:47][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)=[O:22])[N:19]=2)[C:7]=1[C:24]([O:26][CH:27]([C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 7504BenzylamineHCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 14349734HCID 14349734, compound

Product 1

HCID 14349738HCID 14349738, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 176 mg of (6R-trans)-3-[(acetyloxy)methyl]-7-[(4-carboxy-2-thiazolyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, diphenylmethyl ester, 33.3 mg of benzylamine, 79 mg of 2-ethoxy-1(2H)-quinolinecarboxylic acid, ethyl ester and 3 ml of dichloromethane was stirred at room temperature for 1 hour, then added to water and extracted with dichloromethane. The dichloromethane extract was evaporated, giving the desired compound.

Workup

  1. extractionextracted with dichloromethane
  2. extractionThe dichloromethane extract
  3. customwas evaporated

Sources & evidence

ORD record
ord-28158bb6dc714df2a1fafc0a62a654d4
Source dataset
uspto-grants-1989_01
Patent number
US04800199

Reaction notes

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