Hexahydro-1,4-diazepine → HCID 18674968, compound

HRID 1634883Notes

Reaction equation

HRID 1634883 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)[CH:8]=1.[NH:21]1[CH2:27][CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>>[CH3:20][O:19][C:11]1[CH:10]=[C:9]([C:7]2[CH:8]=[C:3]([CH2:2][N:21]3[CH2:27][CH2:26][CH2:25][N:24]([CH2:2][C:3]4[CH:4]=[N:5][CH:6]=[C:7]([C:9]5[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=5)[CH:8]=4)[CH2:23][CH2:22]3)[CH:4]=[N:5][CH:6]=2)[CH:14]=[C:13]([O:15][CH3:16])[C:12]=1[O:17][CH3:18]

Participants

3

Reactant 2

HCID 68163Hexahydro-1,4-diazepineHCID 225578743-Chloromethyl-5-(3,4,5-trimethoxyphenyl)pyridine

Product 1

HCID 18674968HCID 18674968, compound

Procedure

3-Chloromethyl-5-(3,4,5-trimethoxyphenyl)pyridine (70 mg) and homopiperazine (12 mg) were reacted in the same manner as in Example 1 to obtain the title compound as a free base. Yield: 56 mg (76%). 1H-NMR (400 MHz, CDCl3) δ: 1.85 (br, 2H), 2.73 (br, 4H), 2.79 (t, 4H, J=5.9 Hz), 3.73 (s, 4H), 3.90 (s, 6H), 3.94 (s, 12H), 6.76 (s, 4H), 7.82 (s, 2H), 8.53 (d, 2H, J=2.0 Hz), 8.68 (d, 2H, J=2.1 Hz). m/z (EI): 614 [M+].

Sources & evidence

ORD record
ord-7061ce4a2adb48aabb900c5f59715cf3
Source dataset
uspto-grants-2003_01
Patent number
US06509329B1

Reaction notes

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