Trityl chloride → HCID 67226729, compound

HRID 1520702Notes

Reaction equation

HRID 1520702 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([O:10][C:11]3[CH:20]=[C:19]([N:21]4[CH2:26][CH2:25][N:24]([CH2:27][C:28]5[CH2:33][C:32]([F:35])([F:34])[CH2:31][CH2:30][C:29]=5[C:36]5[CH:41]=[CH:40][C:39]([Cl:42])=[CH:38][CH:37]=5)[CH2:23][CH2:22]4)[CH:18]=[CH:17][C:12]=3[C:13]([O:15][CH3:16])=[O:14])[CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1.C(N(CC)CC)C.[C:50](Cl)([C:63]1[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=1)([C:57]1[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=1)[C:51]1[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=1>ClCCl>[Cl:42][C:39]1[CH:40]=[CH:41][C:36]([C:29]2[CH2:30][CH2:31][C:32]([F:34])([F:35])[CH2:33][C:28]=2[CH2:27][N:24]2[CH2:23][CH2:22][N:21]([C:19]3[CH:18]=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([O:10][C:5]4[CH:6]=[CH:7][CH:8]=[C:9]5[C:4]=4[CH:3]=[N:2][N:1]5[C:50]([C:51]4[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=4)([C:63]4[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=4)[C:57]4[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=4)[CH:20]=3)[CH2:26][CH2:25]2)=[CH:37][CH:38]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 67226424HCID 67226424, compound

Product 1

HCID 67226729HCID 67226729, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of EXAMPLE 521F (1.81 g) and triethylamine (0.85 mL) in dichloromethane (10 mL) was added trityl-chloride (1.06 g) and the reaction stirred at room temperature. After stirring for 16 hours the reaction was loaded onto silica gel (Reveleris 80 g) and eluted using a gradient of 0.1% to 1.5% methanol/dichloromethane over 40 minutes (flow=40 ml/min) to give the title compound.

Workup

  1. stirringAfter stirring for 16 hours the reaction
  2. washeluted
  3. customover 40 minutes

Sources & evidence

ORD record
ord-48f2dc705914479894c532d32ced9077
Source dataset
uspto-grants-2015_07
Patent number
US09073855B2

Reaction notes

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