Methyl iodide → HCID 86746964, compound

HRID 1587756Notes

Reaction equation

HRID 1587756 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:19][C@H:18]2[C@@H:8]([CH2:9][C:10]3[C:20]4[C:13](=[CH:14][CH:15]=[CH:16][C:17]2=4)[NH:12][C:11]=3[CH2:21][N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[N:7]([C:28]#[N:29])[CH2:6]1)=[O:4].[CH3:30][I:31]>O1CCCC1>[I-:31].[C:28]([N:7]1[C@H:8]2[C@@H:18]([C:17]3[CH:16]=[CH:15][CH:14]=[C:13]4[C:20]=3[C:10]([CH2:9]2)=[C:11]([CH2:21][N+:22]2([CH3:30])[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[NH:12]4)[CH2:19][C@@H:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:6]1)#[N:29]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86746962HCID 86746962, compound

Product 1

HCID 86746964HCID 86746964, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.13 g of 6-cyano-2-morpholinomethyl-8beta-ergoline-carboxylic acid methyl ester is dissolved in 45 ml of tetrahydrofuran and stirred with 2.4 ml of methyl iodide at room temperature overnight. The crystalline precipitate is filtered off, yield 1.26 g (82% of theory), [α]D =+9.7° (0.5% in DMSO).

Workup

  1. filtrationThe crystalline precipitate is filtered off
  2. customyield 1.26 g (82% of theory), [α]D =+9.7° (0.5% in DMSO)

Sources & evidence

ORD record
ord-8d85a33418be4c84916f93d26977ca32
Source dataset
uspto-grants-1993_06
Patent number
US05219862

Reaction notes

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