Methyl iodide → HCID 86741153, compound

HRID 1249063Notes

Reaction equation

HRID 1249063 reaction equation
[OH:1][CH2:2][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.C(N(CC)CC)C.[C:26](=[S:28])=[S:27].[CH3:29]I>CO>[OH:1][CH2:2][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]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 6997614HCID 6997614, compound

Product 1

HCID 86741153HCID 86741153, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the same manner as described in Example 43, (1RS,3SR)-trans-1-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (1.48 g), triethylamine (1.68 ml), carbon disulfide (0.73 ml), methyl iodide (0.75 ml) and 80% methanol (20 ml) are reacted and treated. The product is crystallized from aqueous ethanol to give the title compound (0.68 g), m.p. 187°-188° C. (decomp.).

Workup

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

Sources & evidence

ORD record
ord-a14e4a4cb3ef4e48848043f2d11152ef
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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