Formamide → HCID 19603766, compound

HRID 1604673Notes

Reaction equation

HRID 1604673 reaction equation
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[C:22]([C:29](OCC5C=CC=CC=5)=[O:30])=[N:21]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].C[O-].[Na+].C([NH2:44])=O>O1CCCC1>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][N:20]4[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[C:22]([C:29]([NH2:44])=[O:30])=[N:21]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 713FormamideHCID 10942334Sodium MethoxideHCID 19603839HCID 19603839, compound

Product 1

HCID 19603766HCID 19603766, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of benzyl 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}-1H-indazole-3-carboxylate (0.35 g), sodium methoxide (0.1 g) and formamide (4 ml) in tetrahydrofuran (2 ml) was stirred at 100° C. for 2 hours. After being cooled to room temperature, the mixture was concentrated under reduced pressure. Water was added to the residue and the resulting precipitates were collected by filtration and washed with a mixture of n-hexane and diisopropyl ether to give 1-{[2-(4-tert-butylthiazol-2-yl)benzofuran-5-yl]methyl}-1H-indazole-3-carboxamide. (0.22 g).

Workup

  1. temperatureAfter being cooled to room temperature
  2. concentrationthe mixture was concentrated under reduced pressure
  3. additionWater was added to the residue
  4. customthe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with a mixture of n-hexane and diisopropyl ether

Sources & evidence

ORD record
ord-20b082224f8841428dd019163a2ec498
Source dataset
uspto-grants-1999_11
Patent number
US05994378

Reaction notes

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