Phosphorus oxychloride → HCID 90837799, compound

HRID 852874Notes

Reaction equation

HRID 852874 reaction equation
[CH2:1]([O:8][C:9]1[CH:36]=[CH:35][C:12]([CH2:13][C@@H:14]([NH:20][C:21](=[O:34])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:15][CH2:16][C:17](=O)[NH2:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:36]=[CH:35][C:12]([CH2:13][C@@H:14]([NH:20][C:21](=[O:34])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:15][CH2:16][C:17]#[N:18])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 91026852HCID 91026852, compound

Product 1

HCID 90837799HCID 90837799, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of (64) (171 mg, 0.35 mmol) in pyridine (9 mL) was added phosphoryl chloride (65 μl) at 0° under argon. After 10 minutes the mixture was brought to room temperature and stirring was continued for 1.5 hours. The solvent was evaporated under reduced pressure and the residue was dissolved in ethyl acetate (10 mL), dried, filtered and evaporated under reduced pressure to yield the crude product (101 mg) which was used without further purification.

Workup

  1. waitwas continued for 1.5 hours
  2. customThe solvent was evaporated under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate (10 mL)
  4. customdried
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-68e1ca799885434495d5976d2b6bb6d8
Source dataset
uspto-grants-2007_08
Patent number
US07253194B2

Reaction notes

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