Triethylamine → 5-(2-(3-(3-Diethylaminopropyl)ureido)pyridin-4-ylamino)indole-1-carboxylic acid phenylamide

HRID 2215585

反応式

HRID 2215585 の反応式
[C:1]1([NH:7][C:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([NH:19][C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH2:26])[CH:21]=4)=[CH:16][CH:17]=3)[CH:12]=[CH:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Cl[C:35](OC1C=CC=CC=1)=[O:36].[CH2:44]([N:46]([CH2:51][CH3:52])[CH2:47][CH2:48][CH2:49][NH2:50])[CH3:45]>O1CCCC1>[C:1]1([NH:7][C:8]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([NH:19][C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH:26][C:35]([NH:50][CH2:49][CH2:48][CH2:47][N:46]([CH2:51][CH3:52])[CH2:44][CH3:45])=[O:36])[CH:21]=4)=[CH:16][CH:17]=3)[CH:12]=[CH:11]2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 61011N,N-Diethyl-1,3-propanediamineHCID 210548085-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide

生成物 1

HCID 210548065-(2-(3-(3-Diethylaminopropyl)ureido)pyridin-4-ylamino)indole-1-carboxylic acid phenylamide収率 3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide (69 mg, 0.20 mmol, Production example 201-3) was dissolved in tetrahydrofuran (14 ml); triethylamine (0.055 ml, 0.40 mmol) was added thereto; and phenyl chloroformate (0.038 ml, 0.30 mmol) was added while stirring and cooled by ice. A portion of 7.0 ml of this reaction mixture was transferred to another vessel; and the remaining portion of the reaction mixture was concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (1.0 ml); the similar reaction to Example 201 was performed using N,N-diethyl-1,3-diaminopropane (0.047 ml, 0.30 mmol); the crude product obtained was purified by a TLC plate (Fuji Silysia NH, developing solvent:ethyl acetate/ethanol=10/1); and the obtained crystals were suspended in ethyl acetate, filtered off, and dried to yield the title compound (3 mg, 0.006 mmol) as colorless crystals.

後処理

  1. temperaturecooled by ice
  2. concentrationand the remaining portion of the reaction mixture was concentrated under reduced pressure
  3. dissolutionThe residue was dissolved in N,N-dimethylformamide (1.0 ml)
  4. customthe similar reaction to Example 201
  5. customthe crude product obtained
  6. customwas purified by a TLC plate (Fuji Silysia NH, developing solvent:ethyl acetate/ethanol=10/1)
  7. filtrationfiltered off
  8. customdried

出典と根拠

ORDレコード
ord-f41ec1298a764116af97233c8cc6fb57
出典データセット
uspto-grants-2006_09
特許番号
US07109219B2

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