Diisopropylethylamine → HCID 66823460, Verbindung

HRID 1909998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1909998
Cl.Cl.[NH:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[C:20]4[C:15](=[N:16][CH:17]=[N:18][C:19]=4[NH2:21])[N:14]([CH3:22])[N:13]=3)=[CH:9][CH:10]=2)[CH2:5][CH2:4]1.[Cl:23][C:24]1[C:25]([F:34])=[C:26]([CH2:30][C:31](O)=[O:32])[CH:27]=[CH:28][CH:29]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[Cl:23][C:24]1[C:25]([F:34])=[C:26]([CH2:30][C:31]([N:3]2[C:11]3[C:6](=[CH:7][C:8]([C:12]4[C:20]5[C:15](=[N:16][CH:17]=[N:18][C:19]=5[NH2:21])[N:14]([CH3:22])[N:13]=4)=[CH:9][CH:10]=3)[CH2:5][CH2:4]2)=[O:32])[CH:27]=[CH:28][CH:29]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 27737203-Chloro-2-fluorophenylacetic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 668235503(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HCl

Produkt 1

HCID 66823460HCID 66823460, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a 20 mL vial with cap, to the solution of 3-(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HCl (65.3 mg, 0.192 mmol), (3-chloro-2-fluorophenyl)acetic acid (36.3 mg, 0.192 mmol), HATU (73.2 mg, 0.192 mmol) in DMF (2 mL) was added Hunig's base (0.134 mL, 0.770 mmol). The mixture was stirred overnight. The reaction was poured into water, and off-white solid formed. The solid was filtered to give the title compound as an off-white solid. It has 0.75 eq. of DMF based on NMR. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.25-3.31 (m, 2H), 3.94 (s, 3H), 4.04 (s, 2H), 4.32 (t, J=8.46 Hz, 2H), 7.20-7.26 (m, 1H), 7.33 (d, J=1.52 Hz, 1H), 7.35 (s, 1H), 7.44 (d, J=8.08 Hz, 1H), 7.50-7.57 (m, 2H), 8.14 (d, J=8.34 Hz, 1H), 8.25 (s, 1H).

Aufarbeitung

  1. customformed
  2. filtrationThe solid was filtered

Quellen und Nachweise

ORD-Eintrag
ord-e4851f510fff45448238525d501648ee
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598156B2

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