Dichloromethane → HCID 178482871, compound

HRID 1453617Notes

Reaction equation

HRID 1453617 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.[CH3:42][N:43]([CH3:53])[C:44]1[CH:49]=[CH:48][C:47]([N:50]=[C:51]=[O:52])=[CH:46][CH:45]=1.ClCCl>O>[CH3:42][N:43]([CH3:53])[C:44]1[CH:49]=[CH:48][C:47]([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:45]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 27333724-(Dimethylamino)phenyl isocyanateHCID 178454025HCID 178454025, compound

Product 1

HCID 178482871HCID 178482871, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

80 mg of product obtained in stage 4 of example 41 are mixed with 32.2 mg of 4-dimethylaminophenyl isocyanate and 5 ml of dichloromethane. Stirring is carried out for 20 hours at ambient temperature, 0.5 ml of water is 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. 55 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-df16203694ad423dbef59922dece3537
Source dataset
uspto-grants-2009_01
Patent number
US07476670B2

Reaction notes

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