Diethylamine → HCID 9981267, compound

HRID 902042Notes

Reaction equation

HRID 902042 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([C:16]3[C:17]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=4)=[N:18][N:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=34)=[CH:11][CH:12]=[N:13]2)=[CH:8][CH:7]=1.[CH2:31]([NH:33][CH2:34][CH3:35])[CH3:32]>CN(C=O)C>[CH2:31]([N:33]([CH2:34][CH3:35])[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([C:16]3[C:17]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=4)=[N:18][N:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=34)=[CH:11][CH:12]=[N:13]2)=[CH:8][CH:7]=1)[CH3:32]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 59700613HCID 59700613, compound

Product 1

HCID 9981267HCID 9981267, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 7-(3-chloro-propoxy)-4-(2-pyridin-2-yl-pyrazolo[1,5-a]pyridin-3-yl)-quinoline (0.1 g, 0.24 mmol) in DMF was treated with N,N-diethylamine (excess) and KI (catalytic). The reaction was heated to 60° C. in a sealed tube and stirred overnight. The reaction was quenched with water and extracted with CH2Cl2. The organic was dried and the solvent removed. The crude was purified by silica gel column to afford the desired product. MS ES+ m/e 452 (M+1).

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted with CH2Cl2
  3. customThe organic was dried
  4. customthe solvent removed
  5. customThe crude was purified by silica gel column

Sources & evidence

ORD record
ord-0836fd78e2884eeeab24cd993ce45d2b
Source dataset
uspto-grants-2008_04
Patent number
US07365066B2

Reaction notes

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