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Acetyl chloride → HCID 59624715, 화합물

HRID 1943428
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HRID 1943428 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:5]2[N:6]([C:8]([C:11]([NH:13][C:14]3[CH:19]=[CH:18][N:17]=[CH:16][C:15]=3[F:20])=[O:12])=[CH:9][N:10]=2)[N:7]=1.[H-].[Na+].[C:33](Cl)(=[O:35])[CH3:34]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:21]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[C:33](=[O:35])[CH3:34])[C:5]2[N:6]([C:8]([C:11]([NH:13][C:14]3[CH:19]=[CH:18][N:17]=[CH:16][C:15]=3[F:20])=[O:12])=[CH:9][N:10]=2)[N:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 24758Sodium hydrideHCID 59624816HCID 59624816, 화합물

생성물 1

HCID 59624715HCID 59624715, 화합물수율 89%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of 6-chloro-N-(3-fluoropyridin-4-yl)-8-(4-methoxybenzylamino)imidazo[1,2-b]pyridazine-3-carboxamide 19A (80 mg, 0.187 mmol) in DMF (2 mL) was added 60% NaH (18.74 mg, 0.469 mmol). The mixture was stirred for 20 minutes and then a solution of acetyl chloride (0.038 mL, 0.540 mmol) in DMF (0.4 mL) was added, and the mixture was stirred for 30 min. The reaction mixture was quenched with sat. NH4Cl. The light brown solid was collected by filtration, washed with water and dried under vacuum to give 19B (78 mg, 89%). {M+H]=469. HPLC Peak Rt=2.303 minutes (Chromolith column 4.6×50 mm eluting with 10-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 mL/min, monitoring at 220 nm.)

후처리

  1. stirringthe mixture was stirred for 30 min
  2. customThe reaction mixture was quenched with sat. NH4Cl
  3. filtrationThe light brown solid was collected by filtration
  4. washwashed with water
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-afc27a77e93c48b39589420b2aeb0ed4
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08389527B2

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