4-(5-Trifluoromethyl-pyridin-2-yloxy)-phenol → 3,4-dihydro-1H-isoquinoline-2-carboxylic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

HRID 1831136Notes

Reaction equation

HRID 1831136 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[N:7][CH:8]=1.[I-].[CH2:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH2:22][N:21]1[C:30](N1C=C[N+](C)=C1)=[O:31]>>[F:18][C:2]([F:1])([F:17])[C:3]1[CH:4]=[CH:5][C:6]([O:9][C:10]2[CH:11]=[CH:12][C:13]([O:16][C:30]([N:21]3[CH2:22][CH2:23][C:24]4[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:20]3)=[O:31])=[CH:14][CH:15]=2)=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 1552414-(5-Trifluoromethyl-pyridin-2-yloxy)-phenolHCID 220479183-methyl-1-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-1H-imidazol-3-ium iodide

Product 1

HCID 236355143,4-dihydro-1H-isoquinoline-2-carboxylic acid 4-(5-trifluoromethylpyridin-2-yloxy)-phenyl ester

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenol and 3-(3,4-dihydro-1H-isoquinoline-2-carbonyl)-1-methyl-3H-imidazol-1-ium iodide. The crude product was recrystallized (ethanol) (53%). HPLC-MS m/z=415.2 (M+1), Rt: 5.3 min.

Workup

  1. customThe crude product was recrystallized (ethanol) (53%)

Sources & evidence

ORD record
ord-c5913d71c38a47cd8fc665c43ceb4ce6
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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