Diisopropylethylamine → HCID 58158618, compound

HRID 2095888Notes

Reaction equation

HRID 2095888 reaction equation
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[N:11]([CH:13]=[C:14]([NH:16][C:17]([CH:19]4[CH2:21][CH2:20]4)=[O:18])[N:15]=3)[CH:12]=2)=[CH:4][CH:3]=1.[F:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31][C:32]([C:34]2([C:37](O)=[O:38])[CH2:36][CH2:35]2)=[O:33])=[CH:27][CH:26]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C)C(=O)C>[CH:19]1([C:17]([NH:16][C:14]2[N:15]=[C:10]3[CH:9]=[CH:8][C:7]([O:6][C:5]4[CH:22]=[CH:23][C:2]([NH:1][C:37]([C:34]5([C:32]([NH:31][C:28]6[CH:29]=[CH:30][C:25]([F:24])=[CH:26][CH:27]=6)=[O:33])[CH2:36][CH2:35]5)=[O:38])=[CH:3][CH:4]=4)=[CH:12][N:11]3[CH:13]=2)=[O:18])[CH2:20][CH2:21]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 210815301-[(4-Fluorophenyl)carbamoyl]cyclopropanecarboxylic AcidHCID 58158625N-[6-(4-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

Product 1

HCID 58158618HCID 58158618, compoundYield 44.5%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Using N-[6-(4-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (150 mg, 0.486 mmol), N,N-dimethylacetamide (3.0 mL), 1-[(4-fluorophenyl)carbamoyl]cyclopropanecarboxylic acid (163 mg, 0.730 mmol), HATU (277 mg, 0.730 mmol) and N,N-diisopropylethylamine (127 μL, 0.730 mmol) and in the same manner as in Example 8, the title compound (111 mg, 44%) was obtained as a white solid.

Sources & evidence

ORD record
ord-67a3555eff6645e8a7dc5e2c6f8240a2
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

Loading…