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 1644401Notes

Reaction equation

HRID 1644401 reaction equation
C(OC(=O)NC1CCN(C[CH:15]([N:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([O:27][CH3:28])[CH:25]=3)C=[CH:19][C:18]2=[O:29])[CH3:16])CC1)(C)(C)C.FC(F)(F)C(O)=[O:34].NC1CC[N:42]([CH2:45][CH2:46][N:47]2[C:52]3[CH:53]=C(OC)C=CC=3CO[C:48]2=O)CC1>>[CH3:28][O:27][C:24]1[CH:23]=[CH:22][C:21]2[O:34][CH2:19][C:18](=[O:29])[N:17]([CH2:15][CH2:16][CH2:48][N:47]3[CH2:46][CH2:45][NH:42][CH2:53][CH2:52]3)[C:26]=2[CH:25]=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-05ba984793a94124887c315d2da51d51
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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