Diisopropylethylamine → HCID 58941998, compound

HRID 888161Notes

Reaction equation

HRID 888161 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([CH2:10][NH:11][C:12]2[N:20]=[CH:19][CH:18]=[CH:17][C:13]=2[C:14]([OH:16])=O)=[CH:2]1.[NH2:21][C:22]1[CH:31]=[C:30]2[C:25]([C:26]([CH3:34])([CH3:33])[CH2:27][C:28](=[O:32])[NH:29]2)=[CH:24][CH:23]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>O.CN(C=O)C>[CH3:33][C:26]1([CH3:34])[C:25]2[C:30](=[CH:31][C:22]([NH:21][C:14]([C:13]3[C:12]([NH:11][CH2:10][C:3]4[C:4]5[C:5](=[N:6][CH:7]=[CH:8][CH:9]=5)[NH:1][CH:2]=4)=[N:20][CH:19]=[CH:18][CH:17]=3)=[O:16])=[CH:23][CH:24]=2)[NH:29][C:28](=[O:32])[CH2:27]1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 144764787-Amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-oneHCID 692655932-((1H-pyrrolo[2,3-b]pyridin-3-yl)methylamino)nicotinic acid

Product 1

HCID 58941998HCID 58941998, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

2-((1H-Pyrrolo[2,3-b]pyridin-3-yl)methylamino)nicotinic acid (100 mg, 0.37 mmol), 7-amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one (65 mg, 0.37 mmol), TBTU (133 mg, 0.41 mmol) and DIEA (0.07 mL, 0.41 mmol) was added to DMF (1 mL). The reaction was run at RT for 24 h. The reaction was then diluted with water and the resultant precipitate was filtered and purified using flash column to afford product. MS (ES+): 441.5 (M+H). Calc'd. for C25H24N6O2—440.20.

Workup

  1. filtrationthe resultant precipitate was filtered
  2. custompurified
  3. customto afford product

Sources & evidence

ORD record
ord-3cd1cb525e31407dbf28509ee92f3a0a
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

Loading…