Diethylamine → HCID 21054824, 화합물

HRID 2376906노트

반응식

HRID 2376906 반응식
[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.[CH2:27]([N:29]([CH2:32][CH3:33])[CH2:30]C)[CH3:28].ClC(OC1C=CC=CC=1)=[O:36].C(NCC)C>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:30]([N:29]([CH2:32][CH3:33])[CH2:27][CH3:28])=[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

참가 물질

6

반응물 4

HCID 8021DiethylamineHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 210548085-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide

생성물 1

HCID 21054824HCID 21054824, 화합물수율 2.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-(2-Aminopyridin-4-ylamino)indole-1-carboxylic acid phenylamide (69 mg, 0.20 mmol) 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 thereto while cooling with ice and stirring. A portion of 7.0 ml of the reaction mixture was transferred to another vessel and concentrated under reduced pressure. After the residue was dissolved in N,N-dimethylformamide (1.0 ml), the similar reaction to Example 27 was performed by use of diethylamine (0.031 ml, 0.30 mmol). The obtained crude product was purified by TLC plate (Fuji Silysia NH, developing solvent: ethyl acetate) to yield the title compound (2.0 mg, 0.005 mmol) as pale yellow crystals.

후처리

  1. temperaturewhile cooling with ice
  2. concentrationconcentrated under reduced pressure
  3. dissolutionAfter the residue was dissolved in N,N-dimethylformamide (1.0 ml)
  4. customthe similar reaction to Example 27
  5. customThe obtained crude product
  6. customwas purified by TLC plate (Fuji Silysia NH, developing solvent: ethyl acetate)

출처 및 근거

ORD 기록
ord-490c5dd50a4a492fa00688dc098473d1
출처 데이터셋
uspto-grants-2008_12
특허 번호
US07468380B2

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