Ethyl formate → HCID 9797736, compound

HRID 2305990Notes

Reaction equation

HRID 2305990 reaction equation
[CH:1](OCC)=[O:2].[NH2:6][C:7]1[N:12]=[C:11]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:10]([O:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[CH:9][N:8]=1>CO>[NH2:6][C:7]1[N:12]=[C:11]([N:13]2[CH2:14][CH2:15][N:16]([CH:1]=[O:2])[CH2:17][CH2:18]2)[C:10]([O:19][C:20]2[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=2)=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 8025Ethyl formateHCID 9861322HCID 9861322, compound

Product 1

HCID 9797736HCID 9797736, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl formate (Acros) (11 mL) was added to a solution of 2-amino-5-(4-chlorophenoxy)-4-(piperazino)pyrimidine (0.433 g, 1.41 mmoles) in methanol, and after 16 hours the solution was spin evaporated in vacuo to give a colorless syrup. The syrup was triturated under hexanes containing 1% ethyl acetate to give a solid that was collected and recrystallized from ethyl acetate to give 0.250 g (53% yield) of 2-amino-5-(4-chlorophenoxy)-4-(4-formylpiperazino)pyrimidine as white crystals, mp 159-161° C.

Workup

  1. customspin evaporated in vacuo
  2. customto give a colorless syrup
  3. customThe syrup was triturated under hexanes containing 1% ethyl acetate
  4. customto give a solid
  5. customthat was collected
  6. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-631bccbefda243f9b2f3491db8def6dc
Source dataset
uspto-grants-2002_08
Patent number
US06440965B1

Reaction notes

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