Phosphorus oxychloride → Hydrochloric Acid

HRID 528709Notes

Reaction equation

HRID 528709 reaction equation
C(OC([N:8]1[CH2:22][CH2:21][C:12]2=[C:13](O)[N:14]3[C:18]([N:19]=[C:11]2[CH2:10][CH2:9]1)=[CH:17][CH:16]=[N:15]3)=O)(C)(C)C.P(Cl)(Cl)([Cl:25])=O.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:25][C:13]1[N:14]2[C:18]([N:19]=[C:11]3[CH2:10][CH2:9][NH:8][CH2:22][CH2:21][C:12]=13)=[CH:17][CH:16]=[N:15]2.[ClH:25]

Participants

6

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 178451648HCID 178451648, compound

Product 2

HCID 313Hydrochloric AcidHCID 71741720HCID 71741720, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 5 g (16.43 mmol) 10-hydroxy-5,6,8,9-tetrahydro-1,4,7,10a-tetraaza-cyclohepta[f]indene-7-carboxylic acid tert-butyl ester was added 15.2 mL (160.8 mmol) of phosphorus oxychloride followed by 2.85 mL (16.43 mmol) of DIPEA. The reaction mixture was stirred at room temperature for 10 minutes, then heated at 90° C. for 1 hour, and allowed to cool to room temperature. 30 mL DCM was added to the mixture and the solid was collected by filtration and washed with DCM (2×10 mL) to give the desired product as a HCl salt.

Workup

  1. temperatureheated at 90° C. for 1 hour
  2. temperatureto cool to room temperature
  3. filtrationthe solid was collected by filtration
  4. washwashed with DCM (2×10 mL)

Sources & evidence

ORD record
ord-765e59ea09864a1cbb719171b12eee5c
Source dataset
uspto-grants-2016_05
Patent number
US09346816B2

Reaction notes

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