(R)-(-)-1-Aminoindan → HCID 44217630, compound

HRID 1931476Notes

Reaction equation

HRID 1931476 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[CH:8]=2)[N:3]=1.[NH2:22][C@H:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1>>[C@H:23]1([NH:22][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH2:13][C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=4)[CH:8]=3)[N:3]=2)[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 2733933(R)-(-)-1-AminoindanHCID 86629137HCID 86629137, compound

Product 1

HCID 44217630HCID 44217630, compoundYield 10%

Conditions

Temperature
130 °C

Procedure

A stirred mixture of 2-chloro-6-(3-methoxy-benzyloxy)-quinoline (0.08 g, 0.4 mmol) and (R)-1-aminoindane (0.107 g, 1.00 mmol) was heated in a sealed tube for 20 h at 130° C. Purification by flash chromatography on silica gel (ethyl acetate in heptane, 0=>100%) yielded the title compound as a dark oil (11 mg, 10%), MS 397.5 [(M+H)+].

Workup

  1. customPurification by flash chromatography on silica gel (ethyl acetate in heptane, 0=>100%)

Sources & evidence

ORD record
ord-6e4f31b3a5d9410d9470724f48ae8135
Source dataset
uspto-grants-2012_05
Patent number
US08188284B2

Reaction notes

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