Sodium Hydroxide → HCID 58269960, compound

HRID 472032Notes

Reaction equation

HRID 472032 reaction equation
Cl[C:2]1[N:3]=[C:4]([C:13]2[C:18]([CH2:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:21][CH3:22])[C:5]([CH3:12])=[C:6]2[C:10]([CH3:11])=[CH:9][NH:8][C:7]=12.[OH-].[Na+]>CO.[Pd]>[CH2:21]([C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([CH2:19][CH3:20])[C:13]=1[C:4]1[C:5]([CH3:12])=[C:6]2[C:10]([CH3:11])=[CH:9][NH:8][C:7]2=[CH:2][N:3]=1)[CH3:22]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 58269937HCID 58269937, compound

Product 1

HCID 58269960HCID 58269960, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The titled compound is prepared from 7-chloro-5-(2,6-diethyl-phenyl)-3,4-dimethyl-1H-pyrrolo[2,3-c]pyridine (Example 7) by catalytic hydrogenation (10% Pd on carbon in MeOH with addition of 15% of 10 M NaOH) at 50 psi. 1H NMR: (CDCl3) 10.2 (1H, br), 8.85 (1H, s), 7.3 (1H, t, J=7.8 Hz), 7.20 (2H, d, J=7.8 Hz), 6.7 (1H, s), 2.50 (3H, s), 2.36 (3H, s), 2.29 (4H, q, J=7.0 Hz), 1.04 (6H, t, J=7.0 Hz).

Sources & evidence

ORD record
ord-a0c39312d8914c0ca3e50f30560123de
Source dataset
uspto-grants-2014_01
Patent number
US08633193B2

Reaction notes

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