Trifluoroacetic acid → HCID 86727469, compound

HRID 519097Notes

Reaction equation

HRID 519097 reaction equation
[CH3:1][CH:2]1[C:7](=[O:8])[NH:6][N:5]=[C:4]2[CH2:9][O:10][C:11]3[CH:16]=[C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:14]([CH:23]4[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH2:24]4)=[CH:13][C:12]=3[N:3]12.[C:36]([OH:42])([C:38]([F:41])([F:40])[F:39])=[O:37]>C(Cl)Cl>[F:39][C:38]([F:41])([F:40])[C:36]([OH:42])=[O:37].[CH3:1][CH:2]1[C:7](=[O:8])[NH:6][N:5]=[C:4]2[CH2:9][O:10][C:11]3[CH:16]=[C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:14]([CH:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)=[CH:13][C:12]=3[N:3]12

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86727468HCID 86727468, compound

Product 1

HCID 86727469HCID 86727469, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 4-(1-methyl-2-oxo-8-phenyl-1,2,3,5-tetrahydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-9-yl)piperidine-1-carboxylate (0.020 g, 0.042 mmol) in DCM (6 mL) and TFA (1 mL) was stirred at ambient temperature for 1.5 h. The solvent was removed in vacuo to give 1-methyl-8-phenyl-9-(piperidin-4-yl)-3,5-dihydrobenzo[5,6][1,4]oxazino[3,4-c][1,2,4]triazin-2(1H)-one trifluoroacetic acid (0.016 g, 78%) as a pale yellow solid. LC/MS (Table 1, Method 5) Rt=2.314 min.; MS m/z: 377 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d1d22760591f4d2c807080841aa2f315
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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