HCID 57646988, compound → HCID 178511710, compound

HRID 2370744Notes

Reaction equation

HRID 2370744 reaction equation
[F:1][C:2]1[C:11](F)=[C:10]([F:13])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.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.C(OC(=O)N[C@H]1CC[C@H](OC2C(Cl)=C3C(=CC=2)C=NC=C3)CC1)(C)(C)C>>[F:1][C:2]1[C:11]([O:27][C@@H:24]2[CH2:25][CH2:26][C@H:21]([NH2:20])[CH2:22][CH2:23]2)=[C:10]([F:13])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

Participants

4

Reactant 3

HCID 57646988HCID 57646988, compoundHCID 178418813HCID 178418813, compoundHCID 178454060HCID 178454060, compound

Product 1

HCID 178511710HCID 178511710, compound

Procedure

Starting from 5,6,7-trifluoro-isoquinoline (101) and cis-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester, the Boc-protected intermediate was prepared by the method described for trans-[4-(5-chloro-isoquinolin-6-yloxy)-cyclohexyl]-carbamic acid tert-butyl ester (10). Deprotection using standard procedures (see 11 or 13) gave the title compound, which was isolated as trifluoro acetate after prep. HPLC. Subsequent treatment of the obtained trifluoro acetate with 2N HCl, followed by lyophilisation gave the corresponding HCl-salt. Rt=0.86 min (Method #1). Detected mass: 279.1 (M+H+).

Workup

  1. customwas prepared by the method

Sources & evidence

ORD record
ord-1bf71834cd1b4026a3c4d0bc61773a5c
Source dataset
uspto-grants-2014_04
Patent number
US08710228B2

Reaction notes

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