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Dichloromethane → HCID 73056228、化合物

HRID 2284412
ノート
印刷プレビュー

反応式

HRID 2284412 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86710179HCID 86710179、化合物

生成物 1

HCID 73056228HCID 73056228、化合物収率 19%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6212Chloroform溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-c7bf98eadd9c49dfbab322f006b5a25f
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09145411B2

反応ノート

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