Methanol → 2-(4-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-1H-pyrazol-1-yl)-N-methylacetamide

HRID 512847Notes

Reaction equation

HRID 512847 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[CH:11]2[CH2:16][CH2:15][N:14]([C:17]3[N:22]=[N:21][C:20]([C:23]4[CH:24]=[N:25][N:26]([CH2:28][C:29](OCC)=[O:30])[CH:27]=4)=[CH:19][CH:18]=3)[CH2:13][CH2:12]2)=[CH:4][CH:3]=1.CO.[CH3:36][NH2:37]>O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[CH:11]2[CH2:12][CH2:13][N:14]([C:17]3[N:22]=[N:21][C:20]([C:23]4[CH:24]=[N:25][N:26]([CH2:28][C:29]([NH:37][CH3:36])=[O:30])[CH:27]=4)=[CH:19][CH:18]=3)[CH2:15][CH2:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 89614506Ethyl 2-(4-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-1H-pyrazol-1-yl)acetate

Product 1

HCID 763256112-(4-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-1H-pyrazol-1-yl)-N-methylacetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a flask was placed ethyl 2-(4-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-1H-pyrazol-1-yl)acetate (45 mg, 0.1 mmol) and MeOH (2 mL) was added. Then, 40 wt % CH3NH2(aq) (8 mL) was added. The resulting mixture was stirred at room temperature for 30 min and H2O (10 mL) was added. The solid was filtered and washed with H2O (5 mL×3), then dried to yield 2-(4-(6-(4-(6-fluoroindolin-1-yl)piperidin-1-yl)pyridazin-3-yl)-1H-pyrazol-1-yl)-N-methylacetamide as a white solid.

Workup

  1. customIn a flask was placed
  2. filtrationThe solid was filtered
  3. washwashed with H2O (5 mL×3)
  4. customdried

Sources & evidence

ORD record
ord-4e761bee06c1445c9f118ab3719ea788
Source dataset
uspto-grants-2015_08
Patent number
US09102669B2

Reaction notes

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