Trifluoroacetic acid → HCID 86727373, compound

HRID 519016Notes

Reaction equation

HRID 519016 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:15]=[C:16]3[C:25](=[CH:26][C:27]=2[CH:28]2[CH2:30][CH2:29]2)[O:24][CH2:23][C:22]2[N:17]3[CH:18]([CH3:32])[C:19](=[O:31])[NH:20][N:21]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36]>C(Cl)Cl>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[CH:28]1([C:27]2[CH:26]=[C:25]3[C:16]([N:17]4[C:22]([CH2:23][O:24]3)=[N:21][NH:20][C:19](=[O:31])[CH:18]4[CH3:32])=[CH:15][C:14]=2[CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:29][CH2:30]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86727372HCID 86727372, compound

Product 1

HCID 86727373HCID 86727373, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(7-cyclopropyl-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.030 g, 0.068 mmol) in DCM (6 mL) and trifluoroacetic acid (1 mL) was stirred at ambient temperature for 1.5 h. The solvent was removed in vacuo to give 7-cyclopropyl-4-methyl-6-piperidin-4-yl-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one trifluoroacetic acid as a pale yellow solid (0.0275 g, 87%). LC/MS (Table 1, Method 5) Rt=2.041 min.; MS m/z: 341 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-5f1a501f1a6643faaff7950067309089
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

Loading…