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Dichloromethane → HCID 67465135, compound

HRID 1619990
Notes
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Reaction equation

HRID 1619990 reaction equation
FC(F)(F)S(O[C:7]1[CH:8]2[CH:10]([C:11](=[O:23])[N:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[N:13]=1)[CH2:9]2)(=O)=O.[C:26]1([C:32]2[O:33][C:34]3[CH2:35][NH:36][CH2:37][CH2:38][C:39]=3[N:40]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(Cl)Cl>CS(C)=O>[CH3:22][O:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:12]2[N:13]=[C:7]([N:36]3[CH2:37][CH2:38][C:39]4[N:40]=[C:32]([C:26]5[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=5)[O:33][C:34]=4[CH2:35]3)[CH:8]3[CH:10]([CH2:9]3)[C:11]2=[O:23])=[CH:16][CH:17]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 513585022-Phenyl-4,5,6,7-tetrahydro[1,3]oxazolo[5,4-c]pyridineHCID 86689071HCID 86689071, compound

Product 1

HCID 67465135HCID 67465135, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
40 °C

Procedure

322 mg (0.85 mmol) 4-(4-methoxy-benzyl)-5-oxo-3,4-diaza-bicyclo[4.1.0]hept-2-en-2-yl trifluoro-methanesulphonate dissolved in 4 ml DMSO and some molecular sieve are added to 400 mg (1.69 mmol) 2-phenyl-4,5,6,7-tetrahydro-oxazolo[5,4-C]pyridine. The mixture is stirred for 5 h at 40° C. and then combined with DCM. It is extracted 1× each with sat. sodium carbonate solution and sat. saline solution, the org. phase is dried on magnesium sulphate and the solv. is eliminated by rotary evaporation i.V., the residue is purified through silica gel (eluant: DCM/methanol).

Workup

  1. extractionIt is extracted 1× each with sat. sodium carbonate solution and sat. saline solution
  2. customphase is dried on magnesium sulphate
  3. custom, the residue is purified through silica gel (eluant: DCM/methanol)

Sources & evidence

ORD record
ord-005f91b8486f4f07b77667947bb2ff67
Source dataset
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08772323B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes