Diisopropylethylamine → HCID 58158647, compound

HRID 2095915Notes

Reaction equation

HRID 2095915 reaction equation
[O:1]=[C:2]1[C:6]([C:7](O)=[O:8])=[CH:5][N:4]([CH2:10][C:11]([F:14])([F:13])[F:12])[N:3]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[NH2:21][C:22]1[CH:43]=[CH:42][C:25]([O:26][C:27]2[CH:28]=[CH:29][C:30]3[N:31]([CH:33]=[C:34]([NH:36][C:37]([CH:39]4[CH2:41][CH2:40]4)=[O:38])[N:35]=3)[CH:32]=2)=[C:24]([F:44])[CH:23]=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:39]1([C:37]([NH:36][C:34]2[N:35]=[C:30]3[CH:29]=[CH:28][C:27]([O:26][C:25]4[CH:42]=[CH:43][C:22]([NH:21][C:7]([C:6]5[C:2](=[O:1])[N:3]([C:15]6[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=6)[N:4]([CH2:10][C:11]([F:12])([F:13])[F:14])[CH:5]=5)=[O:8])=[CH:23][C:24]=4[F:44])=[CH:32][N:31]3[CH:33]=2)=[O:38])[CH2:40][CH2:41]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 66968819HCID 66968819, compound

Product 1

HCID 58158647HCID 58158647, compoundYield 77.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 3-oxo-2-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-pyrazole-4-carboxylic acid (210 mg, 0.72 mmol), N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (170 mg, 0.52 mmol), HATU (280 mg, 0.72 mmol), diisopropylethylamine (200 mg, 1.6 mmol) and N,N-dimethylformamide (6 mL) as starting materials and in the same manner as in Example 35, the title compound (240 mg, 77%) was obtained as a white solid.

Sources & evidence

ORD record
ord-38fc3b9b41304ef8b69ed2823e72ac60
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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