Methylamine → HCID 56849292, compound

HRID 1844842Notes

Reaction equation

HRID 1844842 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[CH:22]([CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:21]3[C:12]([C:13]4[CH:14]=[CH:15][C:16]([C:28](OC)=[O:29])=[N:17][C:18]=4[CH2:19][CH2:20]3)=[N:11]2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[CH3:32][NH2:33]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[CH:22]([CH:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)[CH:21]3[C:12]([C:13]4[CH:14]=[CH:15][C:16]([C:28]([NH:33][CH3:32])=[O:29])=[N:17][C:18]=4[CH2:19][CH2:20]3)=[N:11]2)[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 68010258HCID 68010258, compound

Product 1

HCID 56849292HCID 56849292, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
60 °C

Procedure

In a dried reaction flask, the crude methyl 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxyl ate (prepared according to the step (2) of Example 1) (0.489 g, about 1.1 mmol) was dissolved in ethanol (22 mL). A 27% methylamine in ethanol solution (22.121 g) was added to the mixture. The resulting mixture was stirred at 60° C. for 22 h and filtered to produce a crude yellow solid, which was washed with ethanol to produce a purified product (0.436 g) in 91.3% yield.

Workup

  1. customIn a dried reaction flask
  2. filtrationfiltered
  3. customto produce a crude yellow solid, which
  4. washwas washed with ethanol

Sources & evidence

ORD record
ord-763214127ef64d6290b07d52c91730fd
Source dataset
uspto-grants-2015_02
Patent number
US08946279B2

Reaction notes

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