1,2,3,4-Tetrahydroisoquinoline → HCID 22605911, compound

HRID 2307278Notes

Reaction equation

HRID 2307278 reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][NH:10]1>>[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][N:10]1[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1

Participants

3

Reactant 2

HCID 70461,2,3,4-TetrahydroisoquinolineHCID 6932822-Amino-4-bromopyridine

Product 1

HCID 22605911HCID 22605911, compound

Procedure

Following the general method described in example 24, 4-bromo-pyridin-2-yl-amine (H. J. den Hertog, Recl.Trav.Chim.Pays-Bas, 1945, 64, 85) was reacted with 1,2,3,4-tetrahydro-isoquinoline. The crude product was chromatographed (SiO2 with CH2Cl2/CH3OH/NH4OH=200/10/1) and crystallized to yield the title compound as an off-white crystalline material. Mp. 160-161° C. (CH3CN), MS: m/e=226 (M+H+).

Workup

  1. customThe crude product was chromatographed (SiO2 with CH2Cl2/CH3OH/NH4OH=200/10/1)
  2. customcrystallized

Sources & evidence

ORD record
ord-da453f227e6747b09d54b9a897394ad3
Source dataset
uspto-grants-2004_12
Patent number
US06831087B2

Reaction notes

Loading…