Acetyl chloride → HCID 178474131, compound

HRID 1435584Notes

Reaction equation

HRID 1435584 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:26][C:11]3=[N:12][CH:13]=[C:14]([NH:16][C:17](=[O:25])[C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])[CH:15]=[C:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:27](Cl)(=[O:29])[CH3:28]>N1C=CC=CC=1>[C:27]([NH:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:26][C:11]3=[N:12][CH:13]=[C:14]([NH:16][C:17](=[O:25])[C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])[CH:15]=[C:10]3[N:9]=2)[CH:5]=[CH:6][CH:7]=1)(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178507530HCID 178507530, compound

Product 1

HCID 178474131HCID 178474131, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

10 mg of the product from example 10-1 were dissolved in 1 ml dry pyridine and 6 μl acetyl chloride were added at room temperature. After stirring over night, the solvent was evaporated and the residue dissolved in 3 ml methanol. 1 ml conc. ammonia were added and the mixture stirred for 1 hr at room temperature. The solvents were again evaporated and the residue purified by chromatography on C-18 RP silica in water methanol mixtures. Yield 7.3 mg

Workup

  1. customthe solvent was evaporated
  2. dissolutionthe residue dissolved in 3 ml methanol
  3. addition1 ml conc. ammonia were added
  4. stirringthe mixture stirred for 1 hr at room temperature
  5. customThe solvents were again evaporated
  6. customthe residue purified by chromatography on C-18 RP silica in water methanol mixtures

Sources & evidence

ORD record
ord-f0b5fe1b5c53426793194142184b2d6a
Source dataset
uspto-grants-2009_11
Patent number
US07618964B2

Reaction notes

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