Hydrogen chloride-ethyl acetate → HCID 59367078, compound

HRID 1923988Notes

Reaction equation

HRID 1923988 reaction equation
C(OC([NH:8][C@H:9]([C:24](=[O:36])[NH:25][C:26]1[CH:27]=[N:28][C:29]2[C:34]([CH:35]=1)=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:10][CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)=O)(C)(C)C.Cl.CCOC(C)=O>>[NH2:8][C@@H:9]([CH2:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)[C:24]([NH:25][C:26]1[CH:27]=[N:28][C:29]2[C:34]([CH:35]=1)=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:36]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67520350HCID 67520350, compound

Product 1

HCID 59367078HCID 59367078, compound

Procedure

To a solution of tert-butyl 4-[(2S)-2-{[(tert-butoxy)carbonyl]amino}-2-[(quinolin-3-yl)carbamoyl]ethyl]piperidine-1-carboxylate (425 mg, 0.85 mmol) was added HCl/EtOAc (5 M solution, 6 mL) at r.t. overnight. The precipitate was filtered, washed with ethyl acetate, diethyl ether and dried to give crude (2S)-2-amino-3-(piperidin-4-yl)-N-(quinolin-3-yl)propanamide LXXVI as the hydrochloride salt (351 mg). ESIMS found for C17H22N4O m/z 299 (M+H).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ethyl acetate, diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-8cb097b9a27e428baeacd97a89332e97
Source dataset
uspto-grants-2012_05
Patent number
US08178490B2

Reaction notes

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