tert-Butanol → HCID 58563674, 화합물

HRID 241944노트

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HRID 241944 반응식
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][N:4]2[N:8]=[C:9](C(O)=O)[CH:10]=[C:3]12.C([N:16]([CH2:19]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:28])C=CC=CC=1.[C:38]([OH:42])([CH3:41])([CH3:40])[CH3:39]>C1(C)C=CC=CC=1>[C:38]([O:42][C:19](=[O:28])[NH:16][C:9]1[CH:10]=[C:3]2[C:2](=[O:1])[CH2:7][CH2:6][CH2:5][N:4]2[N:8]=1)([CH3:41])([CH3:40])[CH3:39]

참가 물질

6

반응물 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 226053224-oxo-4H,5H,6H,7H-pyrazolo[1,5-a]pyridine-2- carboxylic acid

생성물 1

HCID 58563674HCID 58563674, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 4-oxo-4,5,6,7-tetrahydro-pyrazolo[1,5-a]pyridine-2-carboxylic acid (2.56 g, 14.2 mmol, prepared according to EP1241170) in 160 mL dry toluene is added triethylamine (2.38 mL, 17.1 mmol) and diphenylphosphoryl azide (3.68 mL, 17.1 mmol) and the reaction mixture is stirred overnight at RT. Then tert-butanol (26.7 mL, 74.1 mmol) is added and the reaction is heated to 120° C. for 5 h. The solvents are removed under reduced pressure and the residue is purified by flash column chromatography (silica gel, 0-70% ethyl acetate in cyclohexane). Yield: 2.32 g. HPLC-MS: Rt=1.55 min, (M+H-56)+=196. 1H NMR (DMSO-d6): δ 9.8 (s, 1H), 6.7 (s, 1H), 4.2 (t, 2H), 2.6 (t, 2H), 2.3 (quint, 2H), 1.4 (s, 9H).

후처리

  1. temperaturethe reaction is heated to 120° C. for 5 h
  2. customThe solvents are removed under reduced pressure
  3. customthe residue is purified by flash column chromatography (silica gel, 0-70% ethyl acetate in cyclohexane)

출처 및 근거

ORD 기록
ord-8fc1b93c6591466885934fcbc3b18f93
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653097B2

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