Triethylamine → 3-[3-(2-Furylcarbonylamino)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

HRID 2183290Notes

Reaction equation

HRID 2183290 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:7]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([NH2:18])=[O:17])=[CH:13][CH:14]=2)[CH:9]=[N:8]1.[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24](Cl)=[O:25].C([N:29]([CH2:32][CH3:33])CC)C>O1CCCC1>[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24]([NH:29][C:32]1[CH:33]=[C:2]([C:9]2[C:10]3[C:15](=[CH:14][CH:13]=[C:12]([C:16]([NH2:18])=[O:17])[CH:11]=3)[N:7]([CH:2]3[CH2:3][CH2:4][CH2:5][CH2:6][O:1]3)[N:8]=2)[CH:3]=[CH:4][CH:5]=1)=[O:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 682422-Furancarbonyl chlorideHCID 131724916perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

Product 1

HCID 224802233-[3-(2-Furylcarbonylamino)phenyl]-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-(3-aminophenyl)-]-perhydro-2H-pyran-2-yl-1H-indazole-5-carboxamide (0.200 g, 0.59 mmol) in 6 mL of tetrahydrofuran was added 2-furanoic acid chloride (0.064 mL, 0.65 mmol), followed by triethyl amine (0.091 mL, 0.65 mmol). The reaction was stirred at room temperature overnight. The crude mixture was partitioned between water and ethyl acetate. The extracts were concentrated to dryness. The crude was not purified (yield not calculated). ES-MS (m/z) 431 [M+H]+.

Workup

  1. customThe crude mixture was partitioned between water and ethyl acetate
  2. concentrationThe extracts were concentrated to dryness
  3. customThe crude was not purified (
  4. customyield not

Sources & evidence

ORD record
ord-c5000c0742464223bf4cf76137072454
Source dataset
uspto-grants-2005_05
Patent number
US06897231B2

Reaction notes

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