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Hydrochloric Acid → HCID 178479644, 화합물

HRID 541801
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HRID 541801 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[C:11]([CH:29]=[CH:30][CH:31]=2)[C:12]([NH:14][C:15]2[CH:16]=[C:17]([NH:21]C(=O)OC(C)(C)C)[CH:18]=[CH:19][CH:20]=2)=[O:13])[C:5]([Cl:32])=[CH:4][N:3]=1.Cl>COCCO.O1CCOCC1>[ClH:1].[Cl:32][C:5]1[CH:4]=[N:3][C:2]2[NH:21][C:17]3[CH:18]=[CH:19][CH:20]=[C:15]([CH:16]=3)[NH:14][C:12](=[O:13])[C:11]3[CH:10]=[C:9]([NH:8][C:6]=1[N:7]=2)[CH:31]=[CH:30][CH:29]=3
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 57961668HCID 57961668, 화합물

생성물 1

HCID 178479644HCID 178479644, 화합물수율 14%

시약·촉매·용매 2

HCID 80192-Methoxyethanol용매HCID 312751,4-Dioxane용매

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온도
150 °C

실험 절차

To a solution of tert-butyl [3-({3-[(2,5-dichloropyrimidin-4-yl)amino]benzoyl}amino)phenyl]carbamate (20.0 mg, 0.042 mmol) in 2-methoxyethanol (0.2 mL) was added 4.0 M of hydrogen chloride in 1,4-dioxane (63 μL). The resulting mixture was heated at 150° C. in the microwave for 15 min. After filtration of the reaction mixture, the crude was triturated with MeOH/EtOAc to give the desired product as an off-white powder (2 mg, 14%). LCMS for C17H12ClN5O (M+H)+: m/z=338.0. 1H NMR (400 MHz, CD3OD): δ 9.57 (s, 1H), 9.42 (s, 1H), 8.33 (s, 1H), 8.16 (s, 1H), 7.91 (s, 1H), 7.29 (dd, J=7.9, 7.6 Hz, 1H), 7.15 (d, J=7.9 Hz, 1H), 7.10-7.05 (m, 2H), 6.90 (dd, J=8.2, 0.9 Hz, 1H), 6.84-6.81 (m, 1H), 4.11 (s, 2H).

후처리

  1. filtrationAfter filtration of the reaction mixture
  2. customthe crude was triturated with MeOH/EtOAc

출처 및 근거

ORD 기록
ord-81a128f2e218418a9856691080dc1655
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08871753B2

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