1,3-Dichloroisoquinoline → HCID 59756919, compound

HRID 1880580Notes

Reaction equation

HRID 1880580 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([Cl:12])[N:3]=1.[OH:13][CH:14]([C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1)[CH3:15]>>[Cl:12][C:4]1[N:3]=[C:2]([O:13][CH:14]([C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=2)[CH3:15])[C:11]2[C:6]([CH:5]=1)=[CH:7][CH:8]=[CH:9][CH:10]=2

Participants

3

Reactant 2

HCID 2986251,3-DichloroisoquinolineHCID 586417Methyl 4-(1-hydroxyethyl)benzoate

Product 1

HCID 59756919HCID 59756919, compound

Procedure

The title compound was prepared from 1,3-dichloroisoquinoline and racemic methyl 4-(1-hydroxyethyl)benzoate as described in the preparation of INTERMEDIATE 3. 1H NMR (500 MHz, CDCl3): δ 8.35 (d, J=8.4 Hz, 1H); 8.08 (d, J=8.3 Hz, 2H); 7.72-7.68 (m, 2H); 7.64 (d, J=8.3 Hz, 2H); 7.60-7.56 (m, 1H); 7.31 (s, 1H); 6.56 (q, J=6.6 Hz, 1H); 3.95 (s, 3H); 1.81 (d, J=6.5 Hz, 3H). LCMS1 4.26 min. (M-(CH3CHPhCO2Me)+H)=180

Sources & evidence

ORD record
ord-5baa33a3bb524517b1bc0a7bd4e151c8
Source dataset
uspto-grants-2012_11
Patent number
US08318760B2

Reaction notes

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