HCID 13594143, compound → HCID 23347377, compound

HRID 1856011Notes

Reaction equation

HRID 1856011 reaction equation
C([C:10]1[NH:11][C:12]2[C:17]([C:18]=1[CH2:19][N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)=[CH:16][CH:15]=[CH:14][CH:13]=2)C1C=CC(OC)=CC=1.N1(CC2[C:39]3[C:34](=[CH:35][CH:36]=[C:37]([O:40]C)[CH:38]=3)NC=2)C=CN=C1>>[OH:40][C:37]1[CH:38]=[CH:39][C:34]([C:10]2[NH:11][C:12]3[C:17]([C:18]=2[CH2:19][N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 13594143HCID 13594143, compoundHCID 57271171HCID 57271171, compound

Product 1

HCID 23347377HCID 23347377, compound

Procedure

The procedure described in Example XLVII was repeated except that 2-(p-anisyl)-3-(imidazol-1-ylmethyl)indole was the starting material employed in place of 3-(imidazol-1-ylmethyl)-5-methoxyindole, using the same molar proportions as before. In this particular case, the solid product obtained was chromatographed on silica gel and then finally eluted with chloroform/methanol (20:1 by volume). Evaporation of the product-containing eluate then gave a solid material which was crystallized from ethanol to afford pure 2-(p-hydroxyphenyl)-3-(imidazol-1-ylmethyl)indole, m.p. 245°-247° C.

Workup

  1. customIn this particular case, the solid product obtained
  2. customwas chromatographed on silica gel
  3. washfinally eluted with chloroform/methanol (20:1 by volume)
  4. customEvaporation of the product-containing eluate
  5. customthen gave a solid material which
  6. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-f2bac0322c7447159d918a4a7b707b35
Source dataset
uspto-grants-1980_08
Patent number
US04217357

Reaction notes

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