(S)-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline → (S)-8-Fluoro-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline

HRID 1051573Notes

Reaction equation

HRID 1051573 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][CH3:14])=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[CH:8]=[CH:7]2.COC1C=CC=C2C=1CC[C@H](C)N2>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][CH3:14])=[C:6]2[C:11]=1[NH:10][C@@H:9]([CH3:12])[CH2:8][CH2:7]2

Participants

3

Reactant 2

HCID 118075405(S)-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline2×HCID 1180758218-Fluoro-5-methoxy-2-methylquinoline

Product 1

HCID 118075452(S)-8-Fluoro-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline

Procedure

(S)-8-Fluoro-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline was synthesized from 8-fluoro-5-methoxy-2-methylquinoline according to the procedures described above for (2S)-5-methoxy-2-methyl-1,2,3,4-tetrahydroquinoline (Intermediate 1). MS (ESI, pos. ion) m/z 196 [M+H]+.

Sources & evidence

ORD record
ord-be0fbc6823274d24a14f0efeb4b7a00b
Source dataset
uspto-grants-2016_07
Patent number
US09388161B2

Reaction notes

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