6-Fluoro-7-methoxyisoquinoline → HCID 178486717, compound

HRID 2370730Notes

Reaction equation

HRID 2370730 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][C:4]=1F.C(OC(=O)[NH:20][C@H:21]1[CH2:26][CH2:25][C@@H:24]([OH:27])[CH2:23][CH2:22]1)(C)(C)C>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][C:4]=1[O:27][C@@H:24]1[CH2:25][CH2:26][C@H:21]([NH2:20])[CH2:22][CH2:23]1

Participants

3

Reactant 2

HCID 592685356-Fluoro-7-methoxyisoquinolineHCID 178418813HCID 178418813, compound

Product 1

HCID 178486717HCID 178486717, compound

Procedure

Starting from 7-methoxy-6-fluoro-isoquinoline (7) and cis-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester the title compound was prepared as trifluoroacetate by the method described for trans-[4-(5-chloro-isoquinolin-6-yloxy)-cyclohexyl]-carbamic acid tert-butyl ester (10) followed by deprotection using 4M hydrochloric acid in isopropanol and purification via preparative HPLC. Rt=0.62 min (Method #2). Detected mass: 273.19 (M+H+).

Sources & evidence

ORD record
ord-6d0f67cc74db4205a065c996d6b69e6a
Source dataset
uspto-grants-2014_04
Patent number
US08710228B2

Reaction notes

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