1,4-Dioxane hydrochloride → HCID 67518007, compound

HRID 2173279Notes

Reaction equation

HRID 2173279 reaction equation
[C:1]([C:3]1[C:12]([F:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][O:7][CH:8]2[CH2:14][N:15]1[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]1)#[N:2].[ClH:28].O1CCOCC1>C(Cl)Cl>[ClH:28].[F:13][C:12]1[CH:11]=[CH:10][C:9]2[CH:8]([CH2:14][N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[O:7][CH2:6][CH2:5][C:4]=2[C:3]=1[C:1]#[N:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 67518235HCID 67518235, compound

Product 1

HCID 67518007HCID 67518007, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 4-[(5-cyano-6-fluoro-3,4-dihydro-1H-isochromen-1-yl)methyl]piperazine-1-carboxylate (110 mg, 0.29 mmol) in 10 mL of DCM was added 3 mL of 4N HCl/dioxane, then sirred at room temperature for 2 hours. The solvents was removed off under vacuum to afford 6-fluoro-1-(piperazin-1-ylmethyl)-3,4-dihydro-1H-isochromene-5-carbonitrile hydrochloride. 1H-NMR (400 MHz, MeOD) δ ppm 7.63˜7.66 (m, 1H), 7.25˜7.29 (m, 1H), 5.33˜5.30 (m, 1H), 4.25˜4.30 (in, 1H), 3.87˜3.97 (m, 2H), 3.72˜3.83 (m, 3H), 3.58˜3.68 (m, 6H), 3.07˜3.17 (m, 2H).

Workup

  1. customThe solvents was removed off under vacuum

Sources & evidence

ORD record
ord-96cdd9fa616c40deb20c565ac8dfdef1
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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