Trifluoroacetic acid → HCID 54591108, compound

HRID 1619994Notes

Reaction equation

HRID 1619994 reaction equation
COC1C=CC(C[N:8]2[N:14]=[C:13]([C:15]3[CH:38]=[CH:37][C:18]4[N:19]=[C:20]([C:22]5[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH2:30][N:31]6[CH2:36][CH2:35][O:34][CH2:33][CH2:32]6)=[CH:24][CH:23]=5)[O:21][C:17]=4[CH:16]=3)[CH:12]3[CH:10]([CH2:11]3)[C:9]2=[O:39])=CC=1.C(O)(C(F)(F)F)=O.C(=O)([O-])[O-].[Na+].[Na+]>>[N:31]1([CH2:30][CH2:29][O:28][C:25]2[CH:24]=[CH:23][C:22]([C:20]3[O:21][C:17]4[CH:16]=[C:15]([C:13]5[CH:12]6[CH:10]([CH2:11]6)[C:9](=[O:39])[NH:8][N:14]=5)[CH:38]=[CH:37][C:18]=4[N:19]=3)=[CH:27][CH:26]=2)[CH2:32][CH2:33][O:34][CH2:35][CH2:36]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 67464448HCID 67464448, compound

Product 1

HCID 54591108HCID 54591108, compound

Procedure

107 mg (194 μmol) 3-(4-methoxy-benzyl)-5-{2-[4-(2-morpholin-4-yl-ethoxy)-phenyl]-benzoxazol-6-yl}-3,4-diaza-bicyclo[4.1.0]hept-4-en-2-one and 2 ml TFA are stirred in the microwave for 30 min at 150° C. The reaction mixture is made basic with 10% sodium carbonate solution, the precipitate formed is filtered off and the residue is purified on silica gel (eluant: DCM/methanol/ammonia).

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. customthe residue is purified on silica gel (eluant: DCM/methanol/ammonia)

Sources & evidence

ORD record
ord-f11e5093f0dc48938e29d2f502133f35
Source dataset
uspto-grants-2014_07
Patent number
US08772323B2

Reaction notes

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