1-(5-Fluoro-2-methoxyphenyl)methanamine → HCID 68433764, compound

HRID 1170109Notes

Reaction equation

HRID 1170109 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[CH:12][C:13](Cl)=[N:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:20][C:21]1[CH:22]=[CH:23][C:24]([O:29][CH3:30])=[C:25]([CH:28]=1)[CH2:26][NH2:27]>>[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[CH:12][C:13]([NH:27][CH2:26][C:25]1[CH:28]=[C:21]([F:20])[CH:22]=[CH:23][C:24]=1[O:29][CH3:30])=[N:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 183488291-(5-Fluoro-2-methoxyphenyl)methanamineHCID 716271115-(Benzyloxy)-2-chloroquinoline

Product 1

HCID 68433764HCID 68433764, compound

Procedure

5-Benzyloxy-2-chloroquinoline (155 mg, 0.56 mmol) and 5-Fluoro-2-methoxybenzylamine (CAS 1978-39-8) (268 mg, 1.68 mmol) were stirred in a sealed tube at 90° C. for 16 hours. The reaction mixture was purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->50:50 gradient). (5-Benzyloxy-quinolin-2-yl)-(5-fluoro-2-methoxy-benzyl)-amine was obtained as a colorless oil (40 mg, 18%),

Workup

  1. customThe reaction mixture was purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->50:50 gradient)

Sources & evidence

ORD record
ord-2d277b7b35f942de83c9ced16d2bddce
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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