1-Butanol → HCID 21923012, compound

HRID 1272649Notes

Reaction equation

HRID 1272649 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:14])[CH2:12][CH3:13])=[C:4](Cl)[N:3]=1.C(O)CCC.[I:21][C:22]1[CH:23]=[C:24]([CH2:28][NH2:29])[CH:25]=[CH:26][CH:27]=1>C(O)(C)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:14])[CH2:12][CH3:13])=[C:4]([NH:29][CH2:28][C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([I:21])[CH:23]=2)[N:3]=1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 970123-IodobenzylamineHCID 21922929HCID 21922929, compound

Product 1

HCID 21923012HCID 21923012, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The operation is carried out as in Stage 2 of Example 9 starting from 200 mg of the product obtained in Stage 1 of Example 9 and 4 ml of butanol and using 0.128 ml of 3-iodo-benzenemethanamine in place of the benzylamine. The reaction medium is taken to a temperature of 80 to 85° C. for approximately 22 hours, left to return to ambient temperature, diluted with 4 ml of isopropanol and placed for two days at a temperature of approximately 0° C., followed by separating, washing with 10 ml of isopropanol and drying at a temperature of approximately 50° C. After purification on silica eluting with methylene chloride/ethyl acetate in a proportion of 90/10, 290 mg of expected product is obtained in the form of white crystals.

Workup

  1. waitleft
  2. customto return to ambient temperature
  3. waitplaced for two days at a temperature of approximately 0° C.
  4. customby separating
  5. washwashing with 10 ml of isopropanol
  6. customdrying at a temperature of approximately 50° C
  7. customAfter purification on silica eluting with methylene chloride/ethyl acetate in a proportion of 90/10

Sources & evidence

ORD record
ord-683042919eac493e824605cf81721257
Source dataset
uspto-grants-2007_04
Patent number
US07208598B2

Reaction notes

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