1-[2-(4-Aminopiperidin-1-yl)ethyl]-2-oxo-1,2-dihydroquinoline-7-carbonitrile → 6-Acetyl-4-[2-(4-aminopiperidin-1-yl)ethyl]-2H-1,4-benzoxazin-3(4H)-one
Reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[C:21]3[CH:22]=[C:23]([C:26](=[O:28])[CH3:27])[CH:24]=[CH:25][C:20]=3[O:19][CH2:18][C:17]2=[O:29])[CH2:10][CH2:9]1)(C)(C)C.NC1CCN(CCN2C3C(=CC=C(C#N)C=3)C=CC2=O)CC1>>[C:26]([C:23]1[CH:24]=[CH:25][C:20]2[O:19][CH2:18][C:17](=[O:29])[N:16]([CH2:15][CH2:14][N:11]3[CH2:10][CH2:9][CH:8]([NH2:7])[CH2:13][CH2:12]3)[C:21]=2[CH:22]=1)(=[O:28])[CH3:27]Participants
3
Procedure
tert-Butyl{1-[2-(6-acetyl-3-oxo-2,3-dihydro-4H-1,4-benzoxazin-4-yl)ethyl]piperidin-4-yl}carbamate (Intermediate 88) was reacted as described for Intermediate 14. The crude trifluoro acetate of the title compound was obtained as a colorless solid and used without further purification for the next step (quantitative yield).
Sources & evidence
- ORD record
- ord-bf5c1a5c55a64036951c4289c2b61e69
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08124602B2
Reaction notes
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