Trityl chloride → HCID 15291915, compound

HRID 2211291Notes

Reaction equation

HRID 2211291 reaction equation
[C:1](Cl)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:21]([S:23][C:24]1[N:28]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[C:42]3[NH:46][N:45]=[N:44][N:43]=3)=[CH:32][CH:31]=2)[C:27]2=[C:47]([C:51]([OH:53])=[O:52])[S:48][C:49]([CH3:50])=[C:26]2[N:25]=1)[CH3:22].C(N(CC)CC)C>ClCCl>[CH2:21]([S:23][C:24]1[N:28]([CH2:29][C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[C:42]3[N:43]([C:1]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)([C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=4)[C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[N:44]=[N:45][N:46]=3)=[CH:32][CH:31]=2)[C:27]2=[C:47]([C:51]([OH:53])=[O:52])[S:48][C:49]([CH3:50])=[C:26]2[N:25]=1)[CH3:22]

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 178477336HCID 178477336, compound

Product 1

HCID 15291915HCID 15291915, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trityl chloride (0.6 g) was added to a solution of 2-ethylthio-4-methyl-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl ]methyl]thieno[3,4-d]imidazole-6-carboxylic acid (0.92 g) and triethylamine (0.3 ml) in dichloromethane (20 ml). The mixture was stirred for 30 minutes at room temperature. The reaction mixture was washed with water, dried, and then the solvent was evaporated ...in vacuo. The residue was purified by silica gel column chromatography to give crystals. Recrystallization from ethyl acetate - hexane afforded colorless needles (1.36 g, 98%), m.p. 138°-140° C.

Workup

  1. washThe reaction mixture was washed with water
  2. customdried
  3. customthe solvent was evaporated ...in vacuo
  4. customThe residue was purified by silica gel column chromatography
  5. customto give crystals
  6. customRecrystallization from ethyl acetate - hexane afforded colorless needles (1.36 g, 98%), m.p. 138°-140° C.

Sources & evidence

ORD record
ord-baf045c994504a79988ba3fd94499206
Source dataset
uspto-grants-1995_10
Patent number
US05463073

Reaction notes

Loading…