Methyl iodide → HCID 86741152, compound

HRID 1249062Notes

Reaction equation

HRID 1249062 reaction equation
[CH2:1]([C@H:5]1[C:17]2[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]=2[CH2:8][C@H:7]([C:18]([OH:20])=[O:19])[NH:6]1)[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.[C:28](=[S:30])=[S:29].[CH3:31]I>O.CO>[CH2:1]([C@H:5]1[C:17]2[NH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]=2[CH2:8][C@H:7]([C:18]([OH:20])=[O:19])[N:6]1[C:28]([S:30][CH3:31])=[S:29])[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 1769752HCID 1769752, compound

Product 1

HCID 86741152HCID 86741152, compoundYield 75.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

In the same manner as described in Example 43, (1RS,3SR)-trans-1-n-butyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (1.2 g), triethylamine (1.02 g), carbon disulfide (0.39 g), methyl iodide (0.72 g), methanol (14 ml) and water (2 ml) are reacted and treated. The product is recrystallized from aqueous ethanol to give the title compound (1.2 g, 75%), m.p. 99°-102° C. (decomp.).

Workup

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

Sources & evidence

ORD record
ord-7bbe72118aff4d26889a0d1b114733af
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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