Phosphorus oxide (P4O10) → HCID 66803626, compound

HRID 1843931Notes

Reaction equation

HRID 1843931 reaction equation
C([O:3][C:4](=O)[NH:5][CH:6]([CH3:19])[CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH3:18])[CH:9]=1)C.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O=P(Cl)(Cl)Cl>[CH2:17]([N:10]1[C:9]2[C:4](=[O:3])[NH:5][CH:6]([CH3:19])[CH2:7][C:8]=2[C:16]2[C:11]1=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH3:18]

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 66803823HCID 66803823, compound

Product 1

HCID 66803626HCID 66803626, compoundYield 16.1%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

Using an analogous reaction procedure and workup as described in Example 1, [2-(1-ethyl-1H-indol-3-yl)-1-methyl-ethyl]carbamic acid ethyl ester (I-42c: 3 g, 10.8695 mmol) in POCl3 (30 mL) was reacted with P2O5 (3.080 g, 21.739 mmol) at 120° C. for 1 hour to afford the crude product. Purification by column chromatography on silica gel (25% ethylacetate in hexane) afforded 0.400 g of the product (16.1% yield).

Workup

  1. customan analogous reaction procedure
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (25% ethylacetate in hexane)

Sources & evidence

ORD record
ord-e8f41b34d9e449bcac818be8ebf3adff
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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