Hydrochloric Acid → Trifluoroacetic acid

HRID 2114512Notes

Reaction equation

HRID 2114512 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:27]3[CH:26]=[CH:25][C:24]([C:28]4[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=4)=[CH:23][C:22]=3[O:21][C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.C(OC(N1CCC(N2C3C=CC(C4NN=NN=4)=CC=3OC3C2=CC=CC=3)CC1)=O)(C)(C)C.[C:66]([OH:72])([C:68]([F:71])([F:70])[F:69])=[O:67].Cl>C(Cl)Cl>[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:27]3[CH:26]=[CH:25][C:24]([C:28]4[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=4)=[CH:23][C:22]=3[O:21][C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:12][CH2:13]1.[C:66]([OH:72])([C:68]([F:71])([F:70])[F:69])=[O:67]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 59809559HCID 59809559, compound2×HCID 178452046HCID 178452046, compound2×

Product 2

HCID 6422Trifluoroacetic acidHCID 11702915HCID 11702915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using an adaptation of the method described in Procedure 6, substituting 4-(3-pyridin-4-yl-phenoxazin-10-yl)-piperidine-1-carboxylic acid tert-butyl ester, 1k, for 4-[3-(1H-tetrazol-5-yl)-phenoxazin-10-yl]-piperidine-1-carboxylic acid tert-butyl ester, 5a, and a mixture of TFA in methylene chloride for a 4N hydrochloric acid solution, the title compound 10-piperidin-4-yl-3-pyridin-4-yl-10H-phenoxazine, 2k, was obtained as a TFA salt after purification via reverse phase HPLC (eluent gradient: CH3CN in water containing 0.1% TFA). MS m/z (MH+) 344.

Sources & evidence

ORD record
ord-1f315af82c83461f95d2cfa7a54ee372
Source dataset
uspto-grants-2008_10
Patent number
US07432257B2

Reaction notes

Loading…