Trityl chloride → HCID 59463762, compound

HRID 908532Notes

Reaction equation

HRID 908532 reaction equation
[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH:9]([CH2:20][OH:21])[CH2:10][CH2:11][N:12]1[CH:17]=[CH:16][C:15](=[O:18])[NH:14][C:13]1=[O:19])([CH3:4])([CH3:3])[CH3:2].[C:23](Cl)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>N1C=CC=CC=1>[C:1]([O:5][C:6](=[O:22])[NH:7][CH2:8][CH:9]([CH2:20][O:21][C:23]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)([C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH2:10][CH2:11][N:12]1[CH:17]=[CH:16][C:15](=[O:18])[NH:14][C:13]1=[O:19])([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 6456Trityl chlorideHCID 59463761HCID 59463761, compound

Product 1

HCID 59463762HCID 59463762, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A glass tube for microwave was charged with compound 41 (50 mg; 0.155 mmol), trityl chloride (54 mg; 0.19 mmol) and dry pyridine (2 ml). The tube was sealed with a septum cap. The vial was irradiated with MW to reach the temperature of 160° C. for 5 minutes. The irradiating cycle was repeated 3 times, and then the mixture was poured into a round bottom flask. The solvent was removed under reduced pressure and the crude was purified by chromatography using Hexane/EtOAc 40:60 as eluent which gave the title product as a white foam (70 mg, 79%). Rf: 0.27 in Hexane/EtOAc 40:60, M.p: 86-88° C.

Workup

  1. customThe tube was sealed with a septum
  2. customcap
  3. customThe vial was irradiated with MW
  4. customthe temperature of 160° C.
  5. customfor 5 minutes
  6. additionthe mixture was poured into a round bottom flask
  7. customThe solvent was removed under reduced pressure
  8. customthe crude was purified by chromatography

Sources & evidence

ORD record
ord-31f47668a097448ca9e865cce4ff67ec
Source dataset
uspto-grants-2011_09
Patent number
US08017620B2

Reaction notes

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