1-Methoxy-2-propanol → HCID 66711085, compound

HRID 1262096Notes

Reaction equation

HRID 1262096 reaction equation
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][CH3:20])[N:6]2[N:5]=1)=O.[NH2:21][C:22]1[CH:23]=[CH:24][C:25](=[O:28])[NH:26][CH:27]=1.C(N(CC)C(C)C)(C)C.COCC(O)C>>[CH3:20][O:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]1[N:6]2[C:7]([CH:8]=[N:9][C:4]([NH:21][C:22]3[CH:23]=[CH:24][C:25](=[O:28])[NH:26][CH:27]=3)=[N:5]2)=[CH:10][CH:11]=1

Participants

5

Reactant 4

HCID 79001-Methoxy-2-propanolHCID 81531DiisopropylethylamineHCID 81825633630-94-3HCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 66711085HCID 66711085, compound

Conditions

Temperature
200 °C

Procedure

A mixture of 2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (0.08 g, 0.3 mmol), 5-Amino-1H-pyridin-2-one (56.1 mg, 0.510 mmol), N,N-Diisopropylethylamine (0.181 mL, 1.04 mmol), and 1-Methoxy-2-propanol (0.5 mL, 5 mmol) were heated in the microwave at 200° C. for 30 minutes. The reaction was concentrated and redissolved in 2 ml of DMSO and placed onto the Gilson. The most pure fractions were combined basified with sat. sodium bicarbonate, extracted with DCM, dried filtered and concentrated to give 5-[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-1H-pyridin-2-one

Workup

  1. concentrationThe reaction was concentrated
  2. dissolutionredissolved in 2 ml of DMSO
  3. extractionextracted with DCM
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bc0388469a7e449587e1fb48b3a73b0f
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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