Trifluoroacetic acid → HCID 86727360, compound

HRID 519004Notes

Reaction equation

HRID 519004 reaction equation
C(OC([N:8]1[CH2:11][C:10]([CH3:29])([O:12][C:13]2[CH:14]=[C:15]3[C:24](=[CH:25][CH:26]=2)[O:23][CH2:22][C:21]2[N:16]3[CH:17]([CH3:28])[C:18](=[O:27])[NH:19][N:20]=2)[CH2:9]1)=O)(C)(C)C.[C:30]([OH:36])([C:32]([F:35])([F:34])[F:33])=[O:31]>C(Cl)Cl>[F:33][C:32]([F:35])([F:34])[C:30]([OH:36])=[O:31].[CH3:28][CH:17]1[N:16]2[C:21]([CH2:22][O:23][C:24]3[C:15]2=[CH:14][C:13]([O:12][C:10]2([CH3:29])[CH2:9][NH:8][CH2:11]2)=[CH:26][CH:25]=3)=[N:20][NH:19][C:18]1=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86727359HCID 86727359, compound

Product 1

HCID 86727360HCID 86727360, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-methyl-3-(4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yloxy)-azetidine-1-carboxylic acid tert-butyl ester (0.064 g, 0.159 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 4-methyl-6-(3-methyl-azetidin-3-yloxy)-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid as white solid (0.045 g, 68%). LC/MS (Table 1, Method 5) Rt=1.691 min; MS m/z: 303 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e38b653821094480a1ca620e2882f783
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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