Diethyl Ether → HCID 59471682, 화합물

HRID 2204844

반응식

HRID 2204844 반응식
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:21]2[CH:31]=[CH:30][C:24]([C:25]([N:27]([CH3:29])[CH3:28])=[O:26])=[CH:23][CH:22]=2)=[N:6][C:7]=1[C:8](=O)[NH:9][NH:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[N:14]=1)=[O:12].CCN(C(C)C)C(C)C.BrP(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCOCC>C(#N)C>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:21]2[CH:22]=[CH:23][C:24]([C:25]([N:27]([CH3:28])[CH3:29])=[O:26])=[CH:30][CH:31]=2)=[N:6][C:7]=1[C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([NH2:19])[N:14]=2)=[N:10][N:9]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 70579Triphenylphosphine dibromideHCID 81531DiisopropylethylamineHCID 594722274-(5-amino-6-(2-(6-aminopyridine-2-carbonyl)hydrazinecarbonyl)pyrazin-2-yl)-N,N-dimethylbenzamide

생성물 1

HCID 59471682HCID 59471682, 화합물수율 54%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 4-[5-amino-6-[[(6-aminopyridine-2-carbonyl)amino]carbamoyl]pyrazin-2-yl]-N,N-dimethyl-benzamide (80 mg, 0.1903 mmol) in anhydrous acetonitrile (1.600 mL) cooled in an ice bath, was added DIPEA (73.78 mg, 99.43 μL, 0.5709 mmol) followed by dibromo(triphenyl)phosphorane (104.4 mg, 0.2474 mmol) portionwise. The resulting mixture was stirred at room temperature for 30 min. The precipitate was isolated by filtration, washed with small amount of acetonitrile giving a pale yellow solid. The solid was triturated in hot acetonitrile, cooled, filtered and washed acetonitrile then ether to give the pure product (36.1 mg, 54% yield); 1H NMR (400 MHz, DMSO) d 2.98-3.02 (m, 6H), 6.53 (br s, 2H), 6.69 (m, 1.5H), 7.16 (m, 0.5H), 7.16 (m, 1H), 7.53-7.66 (m, 3H), 8.11 (m, 2H) and 8.94 (s, 1H) ppm; MS (ES+) 403.29

후처리

  1. temperaturecooled in an ice bath
  2. customThe precipitate was isolated by filtration
  3. washwashed with small amount of acetonitrile giving a pale yellow solid
  4. customThe solid was triturated in hot acetonitrile
  5. temperaturecooled
  6. filtrationfiltered
  7. washwashed acetonitrile

출처 및 근거

ORD 기록
ord-8d58237d732e4db886dc43563b06dab8
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365557B2

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