Isobutylamine → HCID 18446645, compound

HRID 1269045Notes

Reaction equation

Cl[C:2]1[N:7]2[N:8]=[C:9]([C:20]3[CH:25]=[CH:24][N:23]=[C:22](S(C)=O)[N:21]=3)[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13](S(C)=O)[N:12]=3)=[C:6]2[CH:5]=[CH:4][CH:3]=1.[CH2:29]([NH2:33])[CH:30]([CH3:32])[CH3:31]>>[N:7]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH2:29]([NH:33][C:2]1[N:7]2[N:8]=[C:9]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]([NH:7][CH2:6][CH:10]([CH3:11])[CH3:9])[N:21]=3)[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([NH:33][CH2:29][CH:30]([CH3:32])[CH3:31])[N:12]=3)=[C:6]2[CH:5]=[CH:4][CH:3]=1)[CH:30]([CH3:32])[CH3:31]

Participants

Reactant 2

HCID 6558Isobutylamine

HCID 18446631HCID 18446631, compound

Product 1

HCID 18446645HCID 18446645, compound

Procedure

N-Isobutyl-2,3-bis[2-(isobutylamino)pyrimidin-4-yl]pyrazolo[1,5-a]pyridin-7-amine pyridine was prepared by treating 7-chloro-2,3-bis[2-(methylsulfinyl)pyrimidin-4-yl]pyrazolo[1,5-a]pyridine with isobutylamine as described in Example 7. 1H NMR, (400 MHz, CDCl3): δ 8.35 (d, 1H), 8.09 (d, 1H), 7.59 (d, 1H), 7.30 (d, 1H), 6.94 (bs, 1H), 6.57 (m, 1H), 6.16 (t, 1H), 6.00 (d, 1H), 5.26 (bs, 1H), 5.17 (bs, 1H), 3.25 (t, 3H), 3.18 (t, 3H), 2.00–2.15 (m, 1H), 1.85–1.95 (m, 2H), 0.90–1.10 (m, 18H); MS m/z 488 (M+1).

Sources & evidence

ORD record: ord-874c6479e31548d1827719c396cf6347
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199120B2

Reaction notes

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