Ammonia → HCID 90203599, compound

HRID 1480251Notes

Reaction equation

HRID 1480251 reaction equation
[CH:1]1([C:4]2[C:5]([O:26][CH2:27][C:28]([F:31])([F:30])[F:29])=[CH:6][C:7]([C:10]([NH:12][C:13]([C:20]3[N:24]=[C:23]([CH3:25])[O:22][N:21]=3)([CH3:19])[C:14](OCC)=[O:15])=[O:11])=[N:8][CH:9]=2)[CH2:3][CH2:2]1.CO.[NH3:34]>>[NH2:34][C:14](=[O:15])[C:13]([NH:12][C:10]([C:7]1[CH:6]=[C:5]([O:26][CH2:27][C:28]([F:31])([F:30])[F:29])[C:4]([CH:1]2[CH2:2][CH2:3]2)=[CH:9][N:8]=1)=[O:11])([C:20]1[N:24]=[C:23]([CH3:25])[O:22][N:21]=1)[CH3:19]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 90203258HCID 90203258, compound

Product 1

HCID 90203599HCID 90203599, compoundYield 69%

Procedure

A solution of ethyl 2-[[5-cyclopropyl-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonyl]amino]-2-(5-methyl-1,2,4-oxadiazol-3-yl)propanoate (example 147b, 0.05 g, 113 μmol) in ammonia 7N in MeOH (1.00 ml, 7.01 mmol) was stirred at room temperature overnight. Volatiles were removed in vacuo and the crude material was purified by preparative HPLC without any work-up protocol to yield the title compound (32 mg, 69%). MS (ESI, m/z): 414.5 (M+H+).

Workup

  1. customVolatiles were removed in vacuo
  2. customthe crude material was purified by preparative HPLC without any work-up protocol

Sources & evidence

ORD record
ord-efcd01bce580499db93b82983e7dde3d
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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