Diisopropylethylamine → HCID 57749395, compound

HRID 1874520Notes

Reaction equation

HRID 1874520 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][CH:23]=1)[O:5][C:6]1[N:11]=[C:10]2[S:12][C:13]([NH:15][C:16]([CH:18]3[CH2:20][CH2:19]3)=[O:17])=[N:14][C:9]2=[CH:8][CH:7]=1.[CH3:24][N:25]1[C:29]([C:30](O)=[O:31])=[CH:28][N: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>[CH:18]1([C:16]([NH:15][C:13]2[S:12][C:10]3[C:9]([N:14]=2)=[CH:8][CH:7]=[C:6]([O:5][C:4]2[CH:3]=[C:2]([NH:1][C:30]([C:29]4[N:25]([CH3:24])[CH:26]=[N:27][CH:28]=4)=[O:31])[CH:23]=[CH:22][CH:21]=2)[N:11]=3)=[O:17])[CH2:20][CH2:19]1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 27735071-methyl-1H-imidazole-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 57387081HCID 57387081, compound

Product 1

HCID 57749395HCID 57749395, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the same manner as in Example 101-4 and using N-[5-(3-aminophenoxy)[1,3]thiazolo[5,4-b]pyridin-2-yl]cyclopropanecarboxamide (124 mg, 0.280 mmol), 1-methyl-1H-imidazole-5-carboxylic acid (71.9 mg, 0.570 mmol), HATU (260 mg, 0.684 mmol), N,N-diisopropylethylamine (298 μL, 1.71 mmol) and N,N-dimethylformamide (4 mL) as starting materials, the title compound (107 mg, 65%) was obtained as a white solid.

Sources & evidence

ORD record
ord-db3308a1f75f48bc8a533852cd91bb28
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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