Phosphorus oxychloride → HCID 21075117, compound

HRID 1455346Notes

Reaction equation

HRID 1455346 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[N:12]([CH:13]=1)[N:11]=[CH:10][N:9]=[C:8]2O)([CH3:4])([CH3:3])[CH3:2].O=P(Cl)(Cl)[Cl:17]>C(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]2[N:12]([CH:13]=1)[N:11]=[CH:10][N:9]=[C:8]2[Cl:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178440586HCID 178440586, compound

Product 1

HCID 21075117HCID 21075117, compoundYield 103.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Preparation C7, Step 4: 6-tert-Butyl-pyrrolo[2,1-f][1,2,4]triazin-4-ol (0.43 mg, 2.26 mmol, 1 eq.) and POCl3 (4.21 mL, 45.2 mmol, 20 eq.) were mixed and refluxed for 4 hours. The mixture was stripped then restripped 3× from methylene chloride and then dissolved in methylene chloride and rinsed 3× with sat'd NaHCO3, 1× with brine. The organic layers were collected, dried and stripped in vacuo to yield 490 mg of 6-tert-butyl-4-chloro-pyrrolo[2,1-f][1,2,4]triazine as an amber oil. LCMS detects (M+H)+=210.

Workup

  1. temperaturerefluxed for 4 hours
  2. washrinsed 3× with sat'd NaHCO3, 1× with brine
  3. customThe organic layers were collected
  4. customdried

Sources & evidence

ORD record
ord-d728fd058b644eac90216ccc3462674c
Source dataset
uspto-grants-2009_01
Patent number
US07482335B2

Reaction notes

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