Morpholine → HCID 46205512, compound

HRID 1620405Notes

Reaction equation

HRID 1620405 reaction equation
Cl[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=3[F:20])=[N:11][C:6]=2[CH:5]=[N:4][N:3]=1.[NH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>CN1C(=O)CCC1.O>[F:20][C:14]1[CH:15]=[C:16]([F:19])[CH:17]=[CH:18][C:13]=1[NH:12][C:10]1[CH:9]=[CH:8][C:7]2[C:2]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[N:3][N:4]=[CH:5][C:6]=2[N:11]=1

Participants

5

Reactant 2

HCID 8083MorpholineHCID 86664561HCID 86664561, compound

Product 1

HCID 46205512HCID 46205512, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A solution of 5-chloro-N-(2,4-difluorophenyl)pyrido[3,2-d]pyridazin-2-amine (80 mg, 0.27 mmol) and morpholine (238 mg, 2.73 mmol) in 0.4 mL of NMP was heated in a microwave at 150° C. for 30 min. It was diluted with 1 mL of water and stirred for 5 min. The precipitated solid was filtered, rinsed sequentially with 2×2 mL of water, 2×2 mL of ether and 2 mL of EtOAc, then dried in a vacuum oven at 45° C. for 18 h to give the title compound as a tan solid. MS (ESI, pos.ion) m/z: M+1=344.0

Workup

  1. filtrationThe precipitated solid was filtered
  2. washrinsed sequentially with 2×2 mL of water, 2×2 mL of ether and 2 mL of EtOAc
  3. customdried in a vacuum oven at 45° C. for 18 h

Sources & evidence

ORD record
ord-73816be83d9a470fbfb9a39b849f1c95
Source dataset
uspto-grants-2014_07
Patent number
US08772481B2

Reaction notes

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