Acetyl chloride → HCID 53328347, compound

HRID 1190883Notes

Reaction equation

HRID 1190883 reaction equation
C([Cl:4])(=O)C.[CH3:5][C:6]1[C:7]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[C:8]([CH2:15][NH:16]C(=O)OC(C)(C)C)[CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1>CO>[ClH:4].[CH3:5][C:6]1[C:7]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[C:8]([CH2:15][NH2:16])[CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 53328345HCID 53328345, compound

Product 1

HCID 53328347HCID 53328347, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.81 mL of acetyl chloride was slowly added to 5 mL of MeOH at 0° C. The solution was stirred for 30 min at room temperature and then tert-butyl N-{[3-methyl-2-(morpholin-4-yl)-5-nitrophenyl]methyl}carbamate (200 mg, 0.57 mmol) dissolved in 5 mL of MeOH was added. The reaction mixture was stirred for 3 h and then evaporated to yield expected compound as an orange solid (162 mg, 99% yield).

Workup

  1. additionwas added
  2. stirringThe reaction mixture was stirred for 3 h
  3. customevaporated

Sources & evidence

ORD record
ord-bf49d4f05cb64f80bfca5982d943555d
Source dataset
uspto-grants-2014_03
Patent number
US08680095B2

Reaction notes

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