Trifluoroacetic acid → HCID 86727392, compound

HRID 519030Notes

Reaction equation

HRID 519030 reaction equation
C(OC([N:8]1[CH2:11][C:10]([O:13][C:14]2[CH:15]=[C:16]3[C:25](=[CH:26][C:27]=2[F:28])[O:24][CH2:23][C:22]2[N:17]3[CH:18]([CH3:30])[C:19](=[O:29])[NH:20][N:21]=2)([CH3:12])[CH2:9]1)=O)(C)(C)C.[C:31]([OH:37])([C:33]([F:36])([F:35])[F:34])=[O:32]>C(Cl)Cl>[F:34][C:33]([F:36])([F:35])[C:31]([OH:37])=[O:32].[F:28][C:27]1[CH:26]=[C:25]2[C:16]([N:17]3[C:22]([CH2:23][O:24]2)=[N:21][NH:20][C:19](=[O:29])[CH:18]3[CH3:30])=[CH:15][C:14]=1[O:13][C:10]1([CH3:12])[CH2:9][NH:8][CH2:11]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86727391HCID 86727391, compound

Product 1

HCID 86727392HCID 86727392, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-(7-fluoro-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yloxy)-3-methyl-azetidine-1-carboxylic acid tert-butyl ester (0.033 g, 0.078 mmol) in DCM (2 mL) was added TFA (0.5 mL) dropwise and the mixture was stirred at ambient temperature for 2 h. The solvent was removed in vacuo to give 7-fluoro 4-methyl-6-(3-methyl-azetidin-3-yloxy)-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid as a white solid (0.017 g, 67%). LC/MS (Table 1, Method 5) Rt=1.806 min; MS m/z: 321 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-25f4d3222d01412ea8ba8851f2fe352f
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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