Diisopropylethylamine → HCID 58158520, compound

HRID 2095914Notes

Reaction equation

HRID 2095914 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([OH:9])=O)[C:4](=[O:10])[N:3]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[NH2:17][C:18]1[CH:39]=[CH:38][C:21]([O:22][C:23]2[CH:24]=[CH:25][C:26]3[N:27]([CH:29]=[C:30]([NH:32][C:33]([CH:35]4[CH2:37][CH2:36]4)=[O:34])[N:31]=3)[CH:28]=2)=[C:20]([F:40])[CH:19]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C>CN(C)C=O>[CH:35]1([C:33]([NH:32][C:30]2[N:31]=[C:26]3[CH:25]=[CH:24][C:23]([O:22][C:21]4[CH:38]=[CH:39][C:18]([NH:17][C:7]([C:5]5[C:4](=[O:10])[N:3]([C:11]6[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=6)[N:2]([CH3:1])[CH:6]=5)=[O:9])=[CH:19][C:20]=4[F:40])=[CH:28][N:27]3[CH:29]=2)=[O:34])[CH2:36][CH2:37]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58158605N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamideHCID 595984471-Methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

Product 1

HCID 58158520HCID 58158520, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 1-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (220 mg, 0.99 mmol), N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (220 mg, 0.66 mmol), HATU (380 mg, 0.99 mmol), diisopropylethylamine (260 mg, 2.0 mmol) and N,N-dimethylformamide (6 mL) as starting materials and in the same manner as in Example 35, the title compound (50 mg, 15%) was obtained as a white solid.

Sources & evidence

ORD record
ord-798bba5ef737433a8e530488bbd2b059
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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