Dichloromethane → HCID 67465135, compound

HRID 1619990Notes

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

Participants

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

extractionIt is extracted 1× each with sat. sodium carbonate solution and sat. saline solution
customphase is dried on magnesium sulphate
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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