HCID 69433415, compound → HCID 22021745, compound

HRID 1793545Notes

Reaction equation

HRID 1793545 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[C:16]4=[C:17]([CH:19]5[CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21][CH:20]5[N:15]4[CH2:14][CH2:13][CH2:12]3)[CH:18]=2)=[C:5]([C:32]([F:35])([F:34])[F:33])[CH:4]=1>CC#N>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]3[C:16]4=[C:17]([C:19]5[CH2:24][NH:23][CH2:22][CH2:21][C:20]=5[N:15]4[CH2:14][CH2:13][CH2:12]3)[CH:18]=2)=[C:5]([C:32]([F:35])([F:33])[F:34])[CH:4]=1

Participants

3

Reactant 1

HCID 69433415HCID 69433415, compound

Product 1

HCID 22021745HCID 22021745, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound (0.60 g, 98%) was prepared by the general method of Example 312, step B from tert-butyl 2-[4-methoxy-2-(trifluoromethyl)phenyl]-5,6,8,9,10,11-hexahydro-4H-pyrido[3′,4′:4,5]pyrrolo[3,2,1-ij]quinoline-10(7aH)-carboxylate (0.78 g, 1.6 mmol) as a white foam. 1H NMR (CDCl3, 300 MHz) δ 2.20–2.30 (m, 2H), 2.79 (t, J=5.4 Hz, 2H), 2.90–3.20 (m, 3H), 3.30 (t, J=5.8 Hz, 2H), 3.91 (s, 3H), 3.98 (t, J=5.8 Hz, 2H), 4,12 (s, 2H), 6.84 (s, 1H), 7.07 (dd, J=2.5, 8.4 Hz, 1H), 7.18 (s, 1H), 7.25–7.35 (m, 2H) ppm. MS (ESI): 428 (base, M+CH3CN).

Sources & evidence

ORD record
ord-42f2c69cc2e347b7aa69be5da13d5d9b
Source dataset
uspto-grants-2006_07
Patent number
US07081455B2

Reaction notes

Loading…