1,4-Dioxane hydrochloride → HCID 66735979, compound

HRID 1641409Notes

Reaction equation

HRID 1641409 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:18][CH2:17]2)=[CH:12][N:11]=1)[CH3:9])(C)(C)C.[ClH:20].O1CCOCC1>C(Cl)Cl>[ClH:20].[CH:16]1([C:13]2[CH:14]=[CH:15][C:10]([C@@H:8]([NH2:7])[CH3:9])=[N:11][CH:12]=2)[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 131729447HCID 131729447, compound

Product 1

HCID 66735979HCID 66735979, compoundYield 111.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (S)-tert-butyl-1-(5-cyclopropylpyridin-2-yl)ethylcarbamate (Method 31; 2.04 g, 7.78 mmol) in DCM (10 ml) was treated with HCl/dioxane (9.72 ml, 4 N, 38.8 mmol) and stirred at room temperature for 2 hours. The solvent was removed to give the title compound (1.73 g, 93%) as white solid. 1H NMR (400 MHz) δ 8.60 (br, 3H), 8.50 (s, 1H), 7.62 (m, 1H), 7.56 (m, 1H), 4.52 (m, 1h), 2.03 (m, 1H), 1.50 (d, J=6.8 Hz, 1H), 1.04 (m, 2H), 0.79 (m, 2H). MS: Calcd.: 162. Found: [M+H]+ 163.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-ed209c35ca864d2596e64679f2263331
Source dataset
uspto-grants-2012_02
Patent number
US08114989B2

Reaction notes

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