2,2,2-Trifluoroethyl trifluoromethanesulfonate → N-((2S)-1-((2-(4-(benzyloxy)-2-(2,2,2-trifluoroethoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

HRID 2277314Notes

Reaction equation

HRID 2277314 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[C:11]([OH:17])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)S(O[CH2:24][C:25]([F:28])([F:27])[F:26])(=O)=O.Cl[C:32]1[C:37]([N+:38]([O-])=O)=[CH:36][N:35]=[C:34]([O:41][CH2:42][C@@H:43]([NH:45][C:46](=[O:48])[CH3:47])[CH3:44])[CH:33]=1>>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]2[O:14][C:32]3[CH:33]=[C:34]([O:41][CH2:42][C@@H:43]([NH:45][C:46](=[O:48])[CH3:47])[CH3:44])[N:35]=[CH:36][C:37]=3[N:38]=2)=[C:11]([O:17][CH2:24][C:25]([F:28])([F:27])[F:26])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 5612354-Benzyloxy-2-hydroxybenzaldehydeHCID 86731225N-((2S)-1-((4-chloro-5-nitropyridin-2-yl)oxy)propan-2-yl)acetamide

Product 1

HCID 86731399N-((2S)-1-((2-(4-(benzyloxy)-2-(2,2,2-trifluoroethoxy)phenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

Procedure

Using 4-(benzyloxy)-2-hydroxybenzaldehyde, 2,2,2-trifluoroethyl trifluoromethanesulfonate and N-((2S)-1-((4-chloro-5-nitropyridin-2-yl)oxy)propan-2-yl)acetamide, and in the same manner as in Step A and Step B of Example 62 and Step B and Step C of Example 31, the title compound was obtained. MS (ESI+): [M+H]+ 516.1.

Sources & evidence

ORD record
ord-a478b0bdc6fc4572a7e87fec0228a06e
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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