1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22623922, compound

HRID 279010Notes

Reaction equation

HRID 279010 reaction equation
[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([O:24][CH3:25])[C:22](Br)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:27]1[CH2:37][CH2:36][N:35]2C(=NC[CH2:33][CH2:34]2)CC1>N1CCCCC1>[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([O:24][CH3:25])[C:22]([N:35]3[CH2:34][CH2:33][CH2:27][CH2:37][CH2:36]3)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22623961HCID 22623961, compound

Product 1

HCID 22623922HCID 22623922, compound

Reagents, catalysts & solvents 1

HCID 8082PiperidineSolvent

Procedure

2-Benzyloxy-5-methoxy-6-bromo-benzo[de]isoquinoline-1,3-dione (0.5 g, 1.2 mmol, from Example Z) was reacted in piperidine (3 mL) in the presence of DBU (0.05 mL) following the procedure of Example 18 to give 0.3 g of 2-benzyloxy-5-methoxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione. The hydrogenation of 2-benzyloxy-5-methoxy-6-(piperidin-1-yl)-benzo[de]isoquinoline-1,3-dione (0.3 g, 0.7 mmol) was performed as described in Example 18 to give 0.17 g of the title compound, mp 204-205° C.;

Sources & evidence

ORD record
ord-c0b3a4c3a5c14a08915a3bd2a298e3fc
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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