Diisopropylethylamine → HCID 78322643, compound
Reaction equation
C(N(C(C)C)CC)(C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[Cl:32][C:33]1[S:37][C:36]([C:38]2[CH:39]=[N:40][N:41]([CH3:46])[C:42]=2[C:43]([OH:45])=O)=[N:35][C:34]=1[CH:47]([F:49])[F:48].[C:50]1([C:56]2[N:57]=[C:58]3[CH:63]=[C:62]([NH2:64])[CH:61]=[CH:60][N:59]3[CH:65]=2)[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>CN(C)C=O>[Cl:32][C:33]1[S:37][C:36]([C:38]2[CH:39]=[N:40][N:41]([CH3:46])[C:42]=2[C:43]([NH:64][C:62]2[CH:61]=[CH:60][N:59]3[CH:65]=[C:56]([C:50]4[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=4)[N:57]=[C:58]3[CH:63]=2)=[O:45])=[N:35][C:34]=1[CH:47]([F:49])[F:48]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Diisopropylethylamine (0.30 ml) and O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (276 mg) were added to an N,N-dimethylformamide (0.72 ml) solution of the 4-(5-chloro-4-(difluoromethyl)thiazol-2-yl)-1-methyl-1H-pyrazole-5-carboxylic acid (42 mg) obtained in (Example 1.7) <Step 2>. The obtained mixture was stirred in a nitrogen atmosphere at room temperature for 30 minutes. Thereafter, 2-phenylimidazo[1,2-a]pyridin-7-amine (30 mg) was added to the reaction solution, and the obtained mixture was then stirred at 60° C. for 1 hour. Thereafter, the reaction solution was fractionated and purified by LC/MS to obtain the title compound (1 mg) in the form of a light brown solid.
Workup
- customobtained in (Example 1.7) <Step 2>
- stirringthe obtained mixture was then stirred at 60° C. for 1 hour
- custompurified by LC/MS
Sources & evidence
- ORD record
- ord-2a55505d71584fad9c51b293d23a3643
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09440970B2
Reaction notes
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