Hydrochloric Acid → HCID 86660401, compound

HRID 336194Notes

Reaction equation

HRID 336194 reaction equation
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([C@@H:13]2[CH2:18][CH2:17][CH2:16][CH2:15][NH:14]2)=[O:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.C(N(CC)C(C)C)(C)C.[Cl:29][CH2:30][C:31](Cl)=[O:32]>C1COCC1>[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]([C@@H:13]2[CH2:18][CH2:17][CH2:16][CH2:15][N:14]2[C:31](=[O:32])[CH2:30][Cl:29])=[O:12])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 81531DiisopropylethylamineHCID 70864984HCID 70864984, compound

Product 1

HCID 86660401HCID 86660401, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (S)-Piperidine-2-carboxylic acid (5-tert-butyl-isoxazol-3-yl) amide; hydrochloride (611 mg; 2.123 mmol) in THF (15 mL) is added N,N-diisopropylethylamine (0.74 mL; 4.246 mmol), followed by alpha-chloroacetyl chloride (0.17 mL; 2.134 mmol). The reaction mixture is stirred at room temperature for 18 hours.

Sources & evidence

ORD record
ord-64f0eb526ca44dc0a83778a4e8f8c623
Source dataset
uspto-grants-2014_11
Patent number
US08889670B2

Reaction notes

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