Water → HCID 18940219, compound

HRID 355621Notes

Reaction equation

HRID 355621 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:16]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[CH3:23])[C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.Cl[C:25]([O:27][CH2:28][CH3:29])=[O:26].CN1CCOCC1.O>C(#N)C>[CH2:28]([O:27][C:25]([NH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:16]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[CH3:23])[C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1)=[O:26])[CH3:29]

Participants

6

Reactant 4

HCID 962WaterHCID 79724-MethylmorpholineHCID 10928Ethyl chloroformateHCID 18940218HCID 18940218, compound

Product 1

HCID 18940219HCID 18940219, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1.42 pbw of the compound 1d and 2.78 pbw of ethyl chloroformate were dissolved in 100 pbv of acetonitrile at 25° C. and 4.85 pbv of N-methylmorpholine were added. The temperature rose to 38° C. during this process. Stirring of the yellow solution was continued for 15 minutes, then it was poured into 400 pbv of water, and the mixture was stirred for 2 hours and the precipitated residue filtered off by suction. Yield: 1.3 pbw (72% of theory). Mp.: 200°-202° C.

Workup

  1. customrose to 38° C. during this process
  2. stirringthe mixture was stirred for 2 hours
  3. filtrationthe precipitated residue filtered off by suction

Sources & evidence

ORD record
ord-379f9dde57744362b3ce95e73dcbbe4f
Source dataset
uspto-grants-1998_11
Patent number
US05834157

Reaction notes

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