Trifluoroacetic acid → HCID 11951062、化合物

HRID 417851ノート

反応式

HRID 417851 の反応式
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][C:13]1[C:21]2[C:20]([Cl:22])=[N:19][C:18]([NH2:23])=[N:17][C:16]=2[N:15]([CH2:24][C:25]2[C:30]([CH3:31])=[C:29]([O:32][CH3:33])[C:28]([CH3:34])=[CH:27][N:26]=2)[CH:14]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][C:13]1[C:21]2[C:20]([Cl:22])=[N:19][C:18]([NH2:23])=[N:17][C:16]=2[N:15]([CH2:24][C:25]2[C:30]([CH3:31])=[C:29]([O:32][CH3:33])[C:28]([CH3:34])=[CH:27][N:26]=2)[CH:14]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 57713839HCID 57713839、化合物

生成物 1

HCID 11951062HCID 11951062、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of {5-[2-amino-4-chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethy)-7H-pyrrolo [2,3-d]pyrimidin-5-yl]-pent-4-ynyl}-carbamic acid tert-butyl ester (see previous example, 33 mg) in DCM (1.0 mL) was treated with TFA (0.2 mL) at rt for 10 min. The reaction mixture was concentrated, taken in water (1.5 mL), washed with EtOAc (1.5 mL), made alkaline with sat. aq. NH4OH (0.5 mL), and back-extracted into EtOAc (25 mL). Washing (NH4OH 1M), drying (Na2SO4) and concentration afforded the title compound. tR=4.37 min. 1H NMR (CDCl3) δ 8.15 (s, 1H), 6.97 (s, 1H), 5.25 (s, 2H), 3.72 (s, 3H), 2.94 (m, 2H), 2.48 (t, 2H), 2.23 (s, 3H), 2.16 (s, 3H), 1.80 (quint., 2H).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. washwashed with EtOAc (1.5 mL)
  3. extractionback-extracted into EtOAc (25 mL)
  4. washWashing (NH4OH 1M)
  5. customdrying
  6. concentration(Na2SO4) and concentration

出典と根拠

ORDレコード
ord-73d390c4e1324843b6e0254d007bffd0
出典データセット
uspto-grants-2012_01
特許番号
US08093229B2

反応ノート

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