Dichloromethane → HCID 178454028, compound

HRID 1453614Notes

Reaction equation

HRID 1453614 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[N:19]=[C:18]([NH:20][C@H:21]3[CH2:26][CH2:25][C@H:24]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:23][CH2:22]3)[N:17]=[C:16]3[C:12]=1[N:13]=[CH:14][N:15]3[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:6][CH2:5]2.[Cl:42][C:43]1[CH:44]=[C:45]([N:50]=[C:51]=[O:52])[CH:46]=[CH:47][C:48]=1[Cl:49].ClCCl>O>[Cl:42][C:43]1[CH:44]=[C:45]([NH:50][C:51]([NH:1][C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[N:7]([C:11]2[N:19]=[C:18]([NH:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:28]([O:30][C:31]([CH3:33])([CH3:34])[CH3:32])=[O:29])[CH2:23][CH2:22]4)[N:17]=[C:16]4[C:12]=2[N:13]=[CH:14][N:15]4[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:6][CH2:5]3)=[O:52])[CH:46]=[CH:47][C:48]=1[Cl:49]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 76073,4-Dichlorophenyl isocyanateHCID 178454025HCID 178454025, compound

Product 1

HCID 178454028HCID 178454028, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

80 mg of product obtained in stage 4 of example 41 are mixed with 37.3 mg of 3,4-dichlorophenyl isocyanate and 5 ml of dichloromethane. Stirring is carried out for 2 hours at ambient temperature, 0.5 ml of water are added and the mixture is evaporated to dryness. Purification is carried out on an Xterra LCMSprep column, eluting with acetonitrile/ammonium hydrogen carbonate buffer, pH 9. 35 mg of expected product are obtained.

Workup

  1. customthe mixture is evaporated to dryness
  2. customPurification
  3. washeluting with acetonitrile/ammonium hydrogen carbonate buffer, pH 9

Sources & evidence

ORD record
ord-d15bee576fbd41f3885945961f269fe4
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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