4-[4-(4,4,4-Trifluoro-butyl)-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester → 6-(Piperidin-4-yloxy)-4-(4,4,4-trifluoro-butyl)-isoquinoline

HRID 1887086Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH:21]=[N:20][CH:19]=[C:18]3[CH2:25][CH2:26][CH2:27][C:28]([F:31])([F:30])[F:29])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.C(O)(C)C>[NH:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH:21]=[N:20][CH:19]=[C:18]3[CH2:25][CH2:26][CH2:27][C:28]([F:30])([F:29])[F:31])[CH2:10][CH2:9]1

Participants

Conditions

Temperature: 40 °C

Procedure

42 mg of compound 89 were dissolved in 5M hydrochloric acid in isopropanol. The solution was stirred at room temperature for 2 hrs and another 2 hrs at 40° C., evaporated to dryness and taken up in water and lyophilized three times to give 32 mg of the desired product as the hydrochloride salt. LCMS Method # 1, retention time 0.98 min, detected mass 338.16 [M+H]+

Workup

customevaporated to dryness

Sources & evidence

ORD record: ord-4937d72f16074d24aeb26a8bc8e48a46
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501736B2

Reaction notes

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