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2,3-Dihydro-1,4-benzodioxin-6-carbaldehyde → HCID 21104578, 화합물

HRID 1354225
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HRID 1354225 반응식
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]=O)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:27][O:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]=[CH:34][N:33]=[C:32]2[O:39][CH2:40][CH:41]1[CH2:46][CH2:45][CH:44]([NH2:47])[CH2:43][CH2:42]1>ClC(Cl)C>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][NH:47][CH:44]3[CH2:45][CH2:46][CH:41]([CH2:40][O:39][C:32]4[C:31]5[C:36](=[CH:37][CH:38]=[C:29]([O:28][CH3:27])[CH:30]=5)[N:35]=[CH:34][N:33]=4)[CH2:42][CH2:43]3)=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 2481272,3-Dihydro-1,4-benzodioxin-6-carbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 211046334-(6-Methoxyquinazolin-4-yloxymethyl)-cyclohexylamine

생성물 1

HCID 21104578HCID 21104578, 화합물

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매

실험 절차

2,3-Dihydro-benzo[1,4]dioxin-6-carbaldehyde (0.045 g, 0.27 mmol) and then sodium triacetoxyborohydride (0.08 g, 0.377 mmol) were added to a solution of 4-(6-methoxyquinazolin-4-yloxymethyl)-cyclohexylamine (0.07 g, 0.25 mmol) in dichloroethane (1 ml). The reaction mixture was stirred for 2 hours and then filtered over Hydromatrix (wetted with NaHCO3 solution, 2 ml) and subsequently washed with dichloromethane. The filtrate was concentrated to dryness by rotary evaporation. The residue was purified by column chromatography on silica gel (dichloromethane/MeOH 9/1 and then dichloromethane/MeOH 6/1).

후처리

  1. filtrationfiltered over Hydromatrix (wetted with NaHCO3 solution, 2 ml)
  2. washsubsequently washed with dichloromethane
  3. concentrationThe filtrate was concentrated to dryness by rotary evaporation
  4. customThe residue was purified by column chromatography on silica gel (dichloromethane/MeOH 9/1

출처 및 근거

ORD 기록
ord-6232b1f8b99b429080bd3aec2d8ce79c
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07223776B2

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