1-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxy-1,4-dihydro-2H-3,1-benzoxazin-2-one trifluoro acetate → 6-Methoxy-4-(3-piperazin-1-ylpropyl)-2H-1,4-benzoxazin-3(4H)-one

HRID 255282Notes

Reaction equation

HRID 255282 reaction equation
COC1C=C2C(C=CC(=O)[N:10]2[CH:13](C)[CH2:14][N:15]2[CH2:20]CC(NC(=O)OC(C)(C)C)[CH2:17][CH2:16]2)=CC=1.FC(F)(F)[C:33](O)=[O:34].NC1CCN([CH2:45][CH2:46][N:47]2[C:52]3[CH:53]=[C:54]([O:57][CH3:58])[CH:55]=[CH:56][C:51]=3CO[C:48]2=[O:59])CC1>>[CH3:58][O:57][C:54]1[CH:55]=[CH:56][C:51]2[O:34][CH2:33][C:48](=[O:59])[N:47]([CH2:46][CH2:45][CH2:20][N:15]3[CH2:14][CH2:13][NH:10][CH2:17][CH2:16]3)[C:52]=2[CH:53]=1

Participants

3

Reactant 2

HCID 667737611-[2-(4-Aminopiperidin-1-yl)ethyl]-7-methoxy-1,4-dihydro-2H-3,1-benzoxazin-2-one trifluoro acetateHCID 86642635tert-Butyl{1-[2-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl]piperidin-4-yl}carbamate2×

Product 1

HCID 667741166-Methoxy-4-(3-piperazin-1-ylpropyl)-2H-1,4-benzoxazin-3(4H)-one

Procedure

tert-Butyl {1-[2-(7-methoxy-2-oxoquinolin-1(2H)-yl)propyl]piperidin-4-yl}carbamate (Intermediate 119, 500 mg, 1.23 mmol) was reacted as described for Intermediate 106. The crude trifluoro acetate of the title compound was obtained as a yellow oil, 866 mg (quantitative), and used without further purification for the next step.

Sources & evidence

ORD record
ord-67f188b673de459a862237dec954b771
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

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