1-Methylindole → HCID 131709925, compound

HRID 1580492Notes

Reaction equation

HRID 1580492 reaction equation
C(O[CH2:5][C:6]1[CH:11]([C:12]([OH:14])=[O:13])[N:10]2[C:15](=[O:27])[CH:16]([NH:17][C:18](=[O:26])[CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C@H:9]2[S:8][CH:7]=1)(=O)C.[CH3:28][N:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30]1>FC(F)(F)C(O)=O.C1(C)C=CC=CC=1>[CH3:28][N:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:31]([CH2:5][C:6]2[CH:11]([C:12]([OH:14])=[O:13])[N:10]3[C:15](=[O:27])[CH:16]([NH:17][C:18](=[O:26])[CH2:19][C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[C@H:9]3[S:8][CH:7]=2)=[CH:30]1

Participants

5

Reactant 2

HCID 117811-MethylindoleHCID 131709916HCID 131709916, compound

Product 1

HCID 131709925HCID 131709925, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

0.04 g of 3-acetoxymethyl-7-(N-phenylacetyl-amino)-ceph-2-em-4ξ-carboxylic acid is dissolved in a solution of 0.13 g of 1-methylindole in 0.3 ml of trifluoroacetic acid, and the solution is left to stand for 15 minutes at room temperature and diluted with an equal quantity of toluene. The mixture is evaporated to dryness under reduced pressure and the residue is worked up in accordance with the process described in example 6. 3-(1-Methyl-3-indolylmethyl)-7-(N-phenylacetyl-amino)-ceph-2-em-4ξ-carboxylic acid is thus obtained; in a thin layer chromatogram (silica gel), this acid shows Rf values at 0.85 (system n-butanol/acetic acid/water, 67:10:23) and at 0.58 (system n-butanol/ethanol/water, 40:10:50).

Workup

  1. waitthe solution is left
  2. customThe mixture is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-e2ac3752906749199f87d12565a56c25
Source dataset
uspto-grants-1976_01
Patent number
US03932465

Reaction notes

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