Triethylamine → 4-(2-Piperidinon-1-yl)piperidin-1-yl-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide

HRID 2245006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2245006
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([NH:12][C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)=[O:14])[C:9]([OH:11])=O.Cl.[N:24]1([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH2:29][CH2:28][CH2:27][CH2:26][C:25]1=[O:30].C([N:39](CC)CC)C.Cl.N1CCCCC1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>CN(C=O)C.O>[N:24]1([CH:31]2[CH2:36][CH2:35][N:34]([C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])([NH:12][C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[O:14])[C:9]([NH2:39])=[O:11])[CH2:33][CH2:32]2)[CH2:29][CH2:28][CH2:27][CH2:26][C:25]1=[O:30]

Komponenten

8

Edukt 5

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2723721Piperidine, hydrochloride (1:1)HCID 23138456[1,4']Bipiperidinyl-2-one hydrochlorideHCID 686957412-(2-Fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid

Produkt 1

HCID 686971604-(2-Piperidinon-1-yl)piperidin-1-yl-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamideAusbeute 28,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid (45 mg, 0.14 mmol), 4-(2-piperidinon-1-yl)piperidine hydrochloride (40 mg, 0.18 mmol) and triethylamine (0.085 mL, 0.61 mmol) in DMF (1.0 mL, containing 0.050 mL of H2O to solubilize the piperidine hydrochloride), BOP (100 mg, 0.23 mmol) was added. After being stirred at room temperature for 30 min, the mixture was purified by HPLC to give the titled compound (20 mg). MS 487.3 and 489.3 (M+H, Cl pattern).

Aufarbeitung

  1. additionwas added
  2. customthe mixture was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-271fa11d2aae42019965c98e2c656fe2
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07678913B2

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