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Dichloromethane → HCID 73056228, 화합물

HRID 2284412
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HRID 2284412 반응식
[CH:1]1([NH:4][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:22]=[N:21][C:20]4[C:19]([N:23]5[CH2:28][CH2:27][O:26][CH2:25][CH2:24]5)=[N:18][C:17]([C:29]5[CH:30]=[N:31][C:32]([NH:35]C(=O)OC(C)(C)C)=[N:33][CH:34]=5)=[N:16][C:15]=4[CH:14]=3)=[CH:9][CH:8]=2)=[O:6])[CH2:3][CH2:2]1.C(Cl)Cl.C(O)(C(F)(F)F)=O>CO.C(Cl)(Cl)Cl>[NH2:35][C:32]1[N:31]=[CH:30][C:29]([C:17]2[N:18]=[C:19]([N:23]3[CH2:24][CH2:25][O:26][CH2:27][CH2:28]3)[C:20]3[N:21]=[CH:22][C:13]([C:10]4[CH:9]=[CH:8][C:7]([C:5]([NH:4][CH:1]5[CH2:2][CH2:3]5)=[O:6])=[CH:12][CH:11]=4)=[CH:14][C:15]=3[N:16]=2)=[CH:34][N:33]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86710179HCID 86710179, 화합물

생성물 1

HCID 73056228HCID 73056228, 화합물수율 19%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6212Chloroform용매

실험 절차

To a 50 mL round bottom flask, tert-butyl (5-(7-(4-(cyclopropylcarbamoyl)phenyl)-4-morpholinopyrido[3,2-d]pyrimidin-2-yl)pyrimidin-2-yl)carbamate (0.1 g, 0.00018 mol) and DCM (10 mL) were added. To the same reaction flask, TFA (0.055 mL, 0.00072 mol) was added and the reaction mixture was stirred at room temperature for 12 hours. The volatiles were evaporated under reduced pressure to provide crude residue. The residue was dissolved in 10% methanol in chloroform, washed with saturated sodium bicarbonate solution, brine, dried over sodium sulfate and evaporated under reduced pressure to provide the crude product. The crude product was purified by flash column chromatography (3-4% methanol in chloroform) to provide the title compound (0.016 g, 12%). 1H NMR (400 MHz, DMSO-d6): δ 9.19 (br s, 2H), 9.12 (d, J=1.6 Hz, 1H), 8.58 (d, J=4.0 Hz, 1H), 8.43 (d, J=1.6 Hz, 1H), 8.07 (d, J=8.4 Hz, 2H), 8.00 (d, J=8.4 Hz, 2H), 7.22 (br s, 2H), 4.52 (br s, 4H), 3.83 (s, 4H), 2.93-2.86 (m, 1H), 0.72 (d, J=5.2 Hz, 2H), 0.61 (d, J=2.4 Hz, 2H): LC-MS (ESI): Calculated mass: 468.2; Observed mass [M+H]+: 469.0. (RT=0.19 min).

후처리

  1. customThe volatiles were evaporated under reduced pressure
  2. customto provide crude residue
  3. washwashed with saturated sodium bicarbonate solution, brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customto provide the crude product
  7. customThe crude product was purified by flash column chromatography (3-4% methanol in chloroform)

출처 및 근거

ORD 기록
ord-c7bf98eadd9c49dfbab322f006b5a25f
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09145411B2

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