Methyl iodide → HCID 15020385, compound

HRID 344672Notes

Reaction equation

HRID 344672 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([N:14]3[CH2:22][C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15]3=[O:23])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:24][CH3:25]>C(#N)C>[I-:24].[CH3:25][N+:8]1([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:13][CH2:12][CH:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 15020384HCID 15020384, compound

Product 1

HCID 15020385HCID 15020385, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2 [-1 (phenylmethyl) 4 piperidinyl]2,3-dihydro-lH isoindol-1-one (I, R1 =phenylmethyl. Example 7) was dissolved in 5 mL acetonitrile treated with 0.5 mL of iodomethane. The reaction mixture was allowed to stir for 18 h and the white crystalline precipitate (277 mg) was filtered off to afford I (R1 =phenylmethyl, R2 =CH3): mp 247-250° C. Anal. calcd for C20H23IN2O: C, 55.31; H, 5.34; N, 6.45. Found: 55.64; H, 5.69; N, 6.52.

Workup

  1. filtrationthe white crystalline precipitate (277 mg) was filtered off
  2. customto afford I (R1 =phenylmethyl, R2 =CH3)

Sources & evidence

ORD record
ord-15f41160adae48ccbf853c15553e1ad6
Source dataset
uspto-grants-1991_10
Patent number
US05053413

Reaction notes

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