Triethylamine → HCID 117720147, compound

HRID 1049783Notes

Reaction equation

HRID 1049783 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:14](=[O:15])[CH2:13][C:12](=[O:16])[NH:11][C:10]3[C:17]4[C:22]([CH:23]=[CH:24][C:9]2=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C.[CH2:56]([C:58]1[C:59]([C:64](O)=[O:65])=[N:60][CH:61]=[CH:62][CH:63]=1)[CH3:57]>CC(N(C)C)=O>[CH2:56]([C:58]1[C:59]([C:64]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[C:14](=[O:15])[CH2:13][C:12](=[O:16])[NH:11][C:10]4[C:17]5[C:22]([CH:23]=[CH:24][C:9]3=4)=[CH:21][CH:20]=[CH:19][CH:18]=5)=[CH:4][CH:3]=2)=[O:65])=[N:60][CH:61]=[CH:62][CH:63]=1)[CH3:57]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 178418573-Ethylpyridine-2-carboxylic acidHCID 1176991675-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione

Product 1

HCID 117720147HCID 117720147, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

5-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (100 mg, 0.315 mmol) obtained in Example 1, (3), HATU (180 mg, 0.473 mmol), triethylamine (132 μL, 0.945 mmol), and 3-ethylpicolinic acid (71 mg, 0.473 mmol) were stirred at room temperature for 2 hours in anhydrous dimethylacetamide (10 mL). The reaction mixture was post-treated in a conventional manner to give the title compound (98 mg, yield 69%).

Workup

  1. additionThe reaction mixture was post-treated in a conventional manner

Sources & evidence

ORD record
ord-f9957d6957f740af89f3c3f2b78bb7dd
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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