(R)-(-)-1-Aminoindan → HCID 67095932, compound

HRID 1671546Notes

Reaction equation

HRID 1671546 reaction equation
[I:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](Cl)=[N:7]2.[NH2:13][C@H:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1>>[C@H:14]1([NH:13][C:6]2[CH:5]=[CH:4][C:3]3[C:8](=[CH:9][CH:10]=[CH:11][C:2]=3[I:1])[N:7]=2)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1

Participants

3

Reactant 2

HCID 2733933(R)-(-)-1-AminoindanHCID 457894242-Chloro-5-iodoquinoline

Product 1

HCID 67095932HCID 67095932, compound

Procedure

5-Iodo-2-chloroquinoline (CAS 455955-26-7, 5.0 g, 17 mmol) and (R)-1-aminoindane (4.75 g, 35 mmol) were stirred in a sealed tube at 120° C. for 2 days. The reaction mixture was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 100:0→80:20 gradient). (R)-Indan-1-yl-(5-iodo-quinolin-2-yl)-amine was obtained as a brown solid (4.30 g, 64%), MS: m/e=387.3 (M+H|).

Workup

  1. customThe reaction mixture was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 100:0→80:20 gradient)

Sources & evidence

ORD record
ord-a92b282cc4ba41e4b5fa646d594be91b
Source dataset
uspto-grants-2011_08
Patent number
US07994324B2

Reaction notes

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