1,2,3,4-Tetrahydroisoquinoline → HCID 67141191, compound

HRID 1445074Notes

Reaction equation

HRID 1445074 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][NH:2]1.Cl[C:12]1[N:13]=[CH:14][CH:15]=[C:16]2[C:20]([CH3:21])=[C:19]([CH2:22][CH3:23])[NH:18][C:17]=12>>[CH2:22]([C:19]1[NH:18][C:17]2=[C:12]([N:2]3[CH2:3][CH2:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH2:1]3)[N:13]=[CH:14][CH:15]=[C:16]2[C:20]=1[CH3:21])[CH3:23]

Participants

3

Reactant 2

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 86615252HCID 86615252, compound

Product 1

HCID 67141191HCID 67141191, compound

Conditions

Temperature
140 °C

Procedure

1,2,3,4-Tetrahydroisoquinoline (1 ml) was added to 7-chloro-2-ethyl-3-methyl-1H-pyrrolo[2,3-c]pyridine (850 mg, 4.37 mmol) prepared in Preparation 28. The reaction mixture was stirred overnight at 140° C., cooled to room temperature, and then purified with silica gel column chromatography to give 660 mg of the titled compound as a pale yellow solid.

Workup

  1. customprepared in Preparation 28
  2. temperaturecooled to room temperature
  3. custompurified with silica gel column chromatography

Sources & evidence

ORD record
ord-e3bfeedc05494c52af442ce63ff851c7
Source dataset
uspto-grants-2010_02
Patent number
US07662832B2

Reaction notes

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