Chloroform → HCID 67334034, compound

HRID 1675230Notes

Reaction equation

HRID 1675230 reaction equation
O.N.[C:3]([N:7]1[C@H:11]([C:12](=[O:40])[NH:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[CH:19][N:18]=[C:17]3[NH:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=3)=[C:27]([Cl:39])[CH:26]=2)[CH2:10][C@@H:9]([O:41]C(=O)C)[CH2:8]1)(=[O:6])[CH:4]=[CH2:5].C(Cl)(Cl)Cl>CO>[Cl:39][C:27]1[CH:26]=[C:25]([NH:24][C:17]2[C:16]3[C:21](=[CH:22][CH:23]=[C:14]([NH:13][C:12]([C@@H:11]4[CH2:10][C@@H:9]([OH:41])[CH2:8][N:7]4[C:3](=[O:6])[CH:4]=[CH2:5])=[O:40])[CH:15]=3)[N:20]=[CH:19][N:18]=2)[CH:30]=[CH:29][C:28]=1[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][N:34]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 12896473Azane;hydrateHCID 91388854HCID 91388854, compound

Product 1

HCID 67334034HCID 67334034, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
80 °C

Procedure

0.32 ml of ammonia water was added to 130 mg of the compound obtained in Example 148 diluted with 10 ml of methanol, and the solution was refluxed with stirring at 80° C. for 26 hours. The reacted solution was cooled to room temperature, and filtered under a reduced pressure to obtain solid. The solid was subjected to column chromatography (eluent-chloroform:methanol=15:1) to obtain the title compound (80 mg, 66%).

Workup

  1. temperaturethe solution was refluxed
  2. temperatureThe reacted solution was cooled to room temperature
  3. filtrationfiltered under a reduced pressure
  4. customto obtain solid

Sources & evidence

ORD record
ord-0dcfdb8f4a0a48b48c98ddddfed8c2f0
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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