1-Methylpiperazine → HCID 71062411, compound

HRID 528879Notes

Reaction equation

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

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 12190329tert-Butyl 3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 71062411HCID 71062411, compoundYield 88%

Procedure

Following a procedure analogous to that for the synthesis of Example 106, tert-butyl 3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (Molander, G. A. et al., Tetrahedron, 61:2631-2643 (2005)) (95 mg, 0.36 mmol) and 1-methylpiperazine (44 mg, 0.44 mmol) were converted to the title compound (110 mg, 88%), which was used in the subsequent step without purification. MS(ESI+) m/z 346.3 (M+H)+.

Sources & evidence

ORD record: ord-84790c4bed904b019dfee068f149d75a
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09346795B2

Reaction notes

Loading…