Methyl iodide → HCID 86741151, compound

HRID 1249061Notes

Reaction equation

HRID 1249061 reaction equation
[CH2:1]([C@H:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH2:6][C@H:5]([C:16]([OH:18])=[O:17])[NH:4]1)[CH3:2].C(N(CC)CC)C.[C:26](=[S:28])=[S:27].[CH3:29]I>O.CO>[CH2:1]([C@H:3]1[C:15]2[NH:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7]=2[CH2:6][C@H:5]([C:16]([OH:18])=[O:17])[N:4]1[C:26]([S:28][CH3:29])=[S:27])[CH3:2]

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 905964HCID 905964, compound

Product 1

HCID 86741151HCID 86741151, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In the same manner as described in Example 43, (1RS,3SR)-trans-1-ethyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (733 mg), triethylamine (707 mg), carbon disulfide (305 mg), methyl iodide (568 mg), methanol (20 ml) and water (2 ml) are reacted and treated. The product is recrystallized from aqueous ethanol to give the title compound (700 mg, 70%) as colorless prisms, m.p. 155°-157° C.

Workup

  1. customare reacted
  2. additiontreated
  3. customThe product is recrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-329693555f9d404abf1c35d0ce35c882
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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