Trifluoroacetic acid → HCID 11951062, 화합물

HRID 1984078노트

반응식

HRID 1984078 반응식
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

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57713839HCID 57713839, 화합물

생성물 1

HCID 11951062HCID 11951062, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of {5-[2-amino-4-chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-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 concetration affroded 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).

후처리

  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. dry with materialdrying (Na2SO4) and concetration

출처 및 근거

ORD 기록
ord-9809635cc2d041669e58ad16739e8f3e
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544672B2

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