1-Methyl-1H-pyrazole-3-carbonyl chloride → HCID 86636178, Verbindung

HRID 541658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 541658
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].FC(F)(F)C(O)=O.[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:54]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[NH:44][C:45](=[O:53])[CH2:46][CH:47]1[CH2:52][CH2:51][NH:50][CH2:49][CH2:48]1.[CH3:55][N:56]1[CH:60]=[CH:59][C:58]([C:61](Cl)=[O:62])=[N:57]1>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[Cl:22][C:23]1[CH:24]=[N:25][C:26]2[NH:27][C:28]3[CH:29]=[N:30][CH:31]=[C:32]([CH:54]=3)[CH2:33][CH2:34][C:35]3[CH:43]=[C:39]([NH:40][C:41]=1[N:42]=2)[CH:38]=[CH:37][C:36]=3[NH:44][C:45](=[O:53])[CH2:46][CH:47]1[CH2:52][CH2:51][N:50]([C:61]([C:58]2[CH:59]=[CH:60][N:56]([CH3:55])[N:57]=2)=[O:62])[CH2:49][CH2:48]1

Komponenten

3

Edukt 2

HCID 128450451-Methyl-1H-pyrazole-3-carbonyl chlorideHCID 86636131N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-piperidin-4-ylacetamide tris(trifluoroacetate)

Produkt 1

HCID 86636178HCID 86636178, VerbindungAusbeute 36 %

Versuchsvorschrift

The desired compound was prepared according to the procedure of Example A20, using N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-piperidin-4-ylacetamide tris(trifluoroacetate) and 1-methyl-1H-pyrazole-3-carbonyl chloride as starting materials in 36% yield. 1H NMR (300 MHz, DMSO-d6): δ 10.08 (s, 1H), 9.41 (s, 2H), 9.02 (s, 1H), 8.30 (m, 2H), 8.20 (s, 1H), 7.72 (s, 1H), 7.65 (s, 1H), 7.30 (d, 1H), 7.05 (d, 1H), 6.47 (s, 1H), 4.52 (m, 2H), 3.83 (s, 3H), 3.12 (m, 1H), 2.98 (m, 4H), 2.77 (m, 1H), 2.32 (m, 2H), 2.12 (m, 1H), 1.80 (m, 2H), 1.20 (m, 2H). LCMS for C29H31ClN9O2 (M+H)+: m/z=572.2.

Quellen und Nachweise

ORD-Eintrag
ord-cac3a5eeab1849be8dd49d6d9cd2f266
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871753B2

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