Sodium Chloride → [(E)-1-aminoethylideneamino] 6-[(5-cyanopyrazin-2-yl)amino]-4-[[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]methylamino]pyridine-3-carboxylate

HRID 384671Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 384671
CCN(C(C)C)C(C)C.[C:10]([O:14][C:15]([N:17]1[CH2:22][CH2:21][CH:20]([CH2:23][NH:24][C:25]2[C:30]([C:31]([OH:33])=[O:32])=[CH:29][N:28]=[C:27]([NH:34][C:35]3[CH:40]=[N:39][C:38]([C:41]#[N:42])=[CH:37][N:36]=3)[CH:26]=2)[CH2:19][CH2:18]1)=[O:16])([CH3:13])([CH3:12])[CH3:11].CN(C(O[N:51]1N=N[C:53]2C=CC=[N:57][C:52]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.O/N=C(/N)\C.[Na+].[Cl-]>CN(C=O)C>[NH2:57]/[C:52](=[N:51]/[O:32][C:31]([C:30]1[C:25]([NH:24][CH2:23][CH:20]2[CH2:19][CH2:18][N:17]([C:15]([O:14][C:10]([CH3:13])([CH3:11])[CH3:12])=[O:16])[CH2:22][CH2:21]2)=[CH:26][C:27]([NH:34][C:35]2[CH:40]=[N:39][C:38]([C:41]#[N:42])=[CH:37][N:36]=2)=[N:28][CH:29]=1)=[O:33])/[CH3:53]

Komponenten

7

Edukt 5

HCID 5234Sodium ChlorideHCID 81531DiisopropylethylamineHCID 5360664N-HydroxyacetamidineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 596134654-((1-(Tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinic acid

Produkt 1

HCID 59613429[(E)-1-aminoethylideneamino] 6-[(5-cyanopyrazin-2-yl)amino]-4-[[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]methylamino]pyridine-3-carboxylateAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

DIPEA (96 μL, 0.55 mmol) was added to a solution of 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinic acid (Synthesis 75-A) (50 mg, 0.11 mmol), HATU (54 mg, 0.14 mmol) in DMF (6 mL) under argon. The reaction mixture was stirred for 15 min at r.t. and (E)-N′-hydroxyacetimidamide (25 mg, 0.34 mmol) in DMF (0.5 mL) was added. The resulting solution was stirred at r.t. for 12 hr. Aqueous NaCl solution (15 mL) was added and the resulting precipitate was collected. The solid was washed with water and n-hexane to give a yellow powder (43 mg, 77%).

Aufarbeitung

  1. stirringThe resulting solution was stirred at r.t. for 12 hr
  2. customthe resulting precipitate was collected
  3. washThe solid was washed with water and n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-3b5f3b6745004473a25c317baf6eb4fe
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367658B2

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