HCID 68181591, compound → HCID 60164282, compound

HRID 1398550Notes

Reaction equation

HRID 1398550 reaction equation
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[N:12]=2)=[CH:4][CH:3]=1.[NH:18]1[CH:22]=[C:21]([C:23]([OH:27])([C:25]#[CH:26])[CH3:24])[CH:20]=[N:19]1>>[NH2:17][C:13]1[N:12]=[C:11]([N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([C:26]#[C:25][C:23]([C:21]4[CH:22]=[N:18][NH:19][CH:20]=4)([OH:27])[CH3:24])[CH:10]=3)[CH:6]=[N:7]2)[CH:16]=[CH:15][N:14]=1

Participants

3

Reactant 2

HCID 68181591HCID 68181591, compoundHCID 86669589HCID 86669589, compound

Product 1

HCID 60164282HCID 60164282, compound

Procedure

The title compound was prepared by the procedure described in Example 2 (Step 2-b) by reacting 4-(6-bromo-1H-indazol-1-yl)pyrimidin-2-amine with 2-(1H-pyrazol-4-yl)but-3-yn-2-ol. The reaction was carried out at 75° C. for 1 hr: 1H NMR (500 MHz, DMSO) delta 1.81 (3H, s), 5.95 (1 H, br. s.), 6.93-7.17 (3H, m), 7.38 (1H, d, J=9.30 Hz), 7.70 (2H, br. s.), 7.88 (1H, d, J=8.35 Hz), 8.31 (1H, d, J=5.52 Hz), 8.49 (1H, s), 8.91 (1H, s), 12.71 (1H, br. s.); LC-MS: m/z=+346.50 (M+H)+.

Sources & evidence

ORD record
ord-c526be1227dd4c9491401b5eee2adf1b
Source dataset
uspto-grants-2014_12
Patent number
US08901313B2

Reaction notes

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