Diisopropylethylamine → (5-Bromo[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-[4-(4-isopropylpiperazin-1-yl)-phenyl]amine

HRID 1783981Notes

Reaction equation

CN1CCN(C2C=CC(NC3C4N(N=CN=4)C(C4C=C(C(N)=O)SC=4)=CN=3)=CC=2)CC1.[Br:32][C:33]1[N:38]2[N:39]=[CH:40][N:41]=[C:37]2[C:36](Br)=[N:35][CH:34]=1.[CH:43]([N:46]1[CH2:51][CH2:50][N:49]([C:52]2[CH:57]=[CH:56][C:55]([NH2:58])=[CH:54][CH:53]=2)[CH2:48][CH2:47]1)([CH3:45])[CH3:44].C(N(CC)C(C)C)(C)C>CC(O)C.C(OCC)C>[Br:32][C:33]1[N:38]2[N:39]=[CH:40][N:41]=[C:37]2[C:36]([NH:58][C:55]2[CH:54]=[CH:53][C:52]([N:49]3[CH2:48][CH2:47][N:46]([CH:43]([CH3:45])[CH3:44])[CH2:51][CH2:50]3)=[CH:57][CH:56]=2)=[N:35][CH:34]=1

Participants

Conditions

Temperature: 95 °C

Procedure

This compound may be prepared using methods as described for Compound 6, step 1, using 5,8-dibromo-[1,2,4]triazolo[1,5-a]pyrazine (2 g, 7.20 mmol), 4-(4-isopropyl-piperazin-1-yl)-phenylamine (1.89 g, 8.62 mmol) and N,N-diisopropylethylamine (1.88 mL, 10.8 mmol) in 2-propanol (30 mL) are stirred at 95° C. overnight. The title compound is isolated after trituration with diethyl ether and petroleum ether as a grey solid (2.59 g, 87%).

Workup

customThis compound may be prepared

Sources & evidence

ORD record: ord-2451d9c658d64830b9e953833027103d
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501411B2

Reaction notes

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