Phosphorus oxychloride → HCID 70596896, compound

HRID 1427267Notes

Reaction equation

HRID 1427267 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:16]2[C:24]3[C:19](=[C:20]([N:25]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:36])[CH3:35])[S:26]([CH3:29])(=[O:28])=[O:27])[CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17]2)([CH2:14][CH3:15])[C:9]#[C:10][C:11]([NH2:13])=O)=[CH:4][CH:3]=1.O=P(Cl)(Cl)Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:16]2[C:24]3[C:19](=[C:20]([N:25]([CH2:30][O:31][CH2:32][CH2:33][Si:34]([CH3:37])([CH3:35])[CH3:36])[S:26]([CH3:29])(=[O:28])=[O:27])[CH:21]=[CH:22][CH:23]=3)[CH:18]=[CH:17]2)([CH2:14][CH3:15])[C:9]#[C:10][C:11]#[N:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86705052HCID 86705052, compound

Product 1

HCID 70596896HCID 70596896, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of the product from step C (20 mg, 0.036 mmol, enantiomer A) in pyridine (5 mL) was added POCl3 (0.05 mL). The mixture was stirred at RT for 2 h. The residue was purified by Combiflash (Mobile phase: MeOH/H2O (0.08% of NH4HCO3) to obtain the title compound. LC/MS m/z=564.0 [M+Na]+.

Workup

  1. customThe residue was purified by Combiflash (Mobile phase

Sources & evidence

ORD record
ord-0a1138ac059044729b679dc31a93c782
Source dataset
uspto-grants-2015_01
Patent number
US08933113B2

Reaction notes

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