Trifluoroacetic acid methylene chloride → HCID 89588328, compound

HRID 1484470Notes

Reaction equation

HRID 1484470 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([F:21])=[CH:18][CH:19]=2)[C:14]([O:22]CC2C=CC=CC=2)=[N:13][C:12]=1[C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1)(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].C(Cl)Cl>>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[NH2:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][C:17]([F:21])=[CH:18][CH:19]=2)[C:14](=[O:22])[NH:13][C:12]=1[C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 117690055HCID 117690055, compound

Product 1

HCID 89588328HCID 89588328, compoundYield 76%

Procedure

{2-[1-Benzyloxy-3-(3,4-dichloro-phenyl)-7-fluoro-isoquinolin-4-yloxy]-ethyl}-carbamic acid tert-butyl ester (85 mg, 0.15 mmol) was treated with trifluoroacetic acid/DCM=1:10 (4.5 mL) and stirred for 8 hs at RT. The reaction mixture was then concentrated under reduced pressure. The resulting crude was taken up with diethyl ether and filtered, thus affording 55 mg of the title compound (76% yield) as a white solid.

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. filtrationfiltered

Sources & evidence

ORD record
ord-63ed96e08d1349baac96c807baff1952
Source dataset
uspto-grants-2016_08
Patent number
US09422243B2

Reaction notes

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