2-((1S,2S,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)acetic acid → N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetamide

HRID 1912969Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1912969
[C:1]([C:5]1[C:6]([NH2:14])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:3])[CH3:2].[CH3:15][C:16]1([CH3:27])[C@H:21]2[CH2:22][C@@H:17]1[CH2:18][CH2:19][C@H:20]2[CH2:23][C:24](O)=[O:25]>>[C:1]([C:5]1[C:6]([NH:14][C:24](=[O:25])[CH2:23][C@@H:20]2[CH2:19][CH2:18][C@H:17]3[CH2:22][C@@H:21]2[C:16]3([CH3:15])[CH3:27])=[N:7][N:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=12)([CH3:4])([CH3:2])[CH3:3]

Komponenten

3

Edukt 2

HCID 671611162-((1S,2S,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)acetic acidHCID 687554713-Tert-butylpyrazolo[1,5-a]pyrimidin-2-amine

Produkt 1

HCID 68752775N-(3-tert-butylpyrazolo[1,5-a]pyrimidin-2-yl)-2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetamide

Versuchsvorschrift

The product from Example 105B and the product from Example 4B were processed using the method analogous to that described in Example 137 to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 9.65-9.70 (bs, 1H), 8.92 (dd, J=6.3, 1.8 Hz, 1H), 8.48 (dd, J=4.1, 1.8 Hz, 1H), 6.99 (dd, J=6.7, 3.9 Hz, 1H), 2.52-2.59 (m, 1H), 2.25-2.47 (m, 3H), 1.78-2.00 (m, 5H), 1.48-1.52 (m, 1H), 1.45 (s, 9H), 1.15-1.21 (bs, 3H), 1.02-1.11 (bs, 3H), 0.91 (d, J=9.3 Hz, 1H); MS (DCI) m/z 355 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-e85957fc3b6f44fea718d893363f94c6
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609669B2

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