Hydrochloric Acid → HCID 44537952, compound

HRID 1948139Notes

Reaction equation

HRID 1948139 reaction equation
C([O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:20][CH:21]3[CH2:26][CH2:25][C:24]([CH:33]([NH2:36])[CH2:34][CH3:35])([CH:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)[CH2:23][CH2:22]3)=[C:16]([Cl:19])[CH:17]=2)[CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1.Cl>CC(O)C>[NH2:36][CH:33]([C:24]1([CH:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)[CH2:25][CH2:26][CH:21]([O:20][C:15]2[CH:14]=[C:13]3[C:18](=[CH:17][C:16]=2[Cl:19])[C:9](=[O:8])[NH:10][CH:11]=[CH:12]3)[CH2:22][CH2:23]1)[CH2:34][CH3:35]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 583808271-[4-(1-Benzyloxy-7-chloro-isoquinolin-6-yloxy)-1-(tetrahydropyran-4-yl)-cyclohexyl]propylamine

Product 1

HCID 44537952HCID 44537952, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 1-[4-(1-benzyloxy-7-chloro-isoquinolin-6-yloxy)-1-(tetrahydropyran-4-yl)-cyclohexyl]propylamine (8, 83 mg, 0.16 mmol) in 2-propanol (1 mL) was treated with 2N aqueous hydrochloric acid (0.5 mL) and stirred at room temperature until complete conversion was observed. The reaction mixture was evaporated and lyophilized from water twice to give 68 mg of the title compound (Example 1) as its hydrochloride. Rt 2.40 min (Method A). Detected mass: 419.4 (M+H+).

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-d7fa16556204471d821599d3c064b175
Source dataset
uspto-grants-2013_03
Patent number
US08399482B2

Reaction notes

Loading…