Triphenylphosphine → HCID 117729796, 화합물

HRID 60681

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HRID 60681 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([Cl:14])=[C:11]([OH:13])[CH:12]=2)[N:5]=[C:4]([C:15]([CH3:18])([CH3:17])[CH3:16])[CH:3]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[O:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH:39]1[O:44][CH2:45][CH2:46][CH2:47]O.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[C:15]([C:4]1[CH:3]=[C:2]([NH2:1])[N:6]([C:7]2[CH:8]=[CH:9][C:10]([Cl:14])=[C:11]([O:13][CH2:47][CH2:46][CH2:45][O:44][CH:39]3[CH2:40][CH2:41][CH2:42][CH2:43][O:38]3)[CH:12]=2)[N:5]=1)([CH3:18])([CH3:17])[CH3:16]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 108557663-Tetrahydropyranyloxy-1-propanolHCID 689526455-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)-2-chlorophenol

생성물 1

HCID 117729796HCID 117729796, 화합물수율 96%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

To a solution of 5-(5-amino-3-tert-butyl-pyrazol-1-yl)-2-chloro-phenol (WO2011/154734A1, which is incorporated herein by reference in it is entirety; 500 mg, 1.88 mmol), and Ph3P (986 mg, 3.76 mmol) in dry THF (10 mL) was added 3-(tetrahydro-pyran-2-yloxy)-propan-1-ol (Can. J. Chem. Vol. 73, 1195, pp 1682, which is incorporated herein by reference in it is entirety; 452 mg, 2.82 mmol). The resulting mixture was cooled to 0° C. using an ice bath and diethylazodicarboxylate (0.69 mL, 3.76 mmol) was added to the chilled mixture which was allowed to warm up to RT. The volatiles were removed under reduced pressure. The residue was purified by FCC, using 0-50% EtOAc in cyclohexane, to give the title compound (739 mg, 96%). LCMS (Method 1): Rt 3.63 min, m/z 408 [MH+].

후처리

  1. temperatureto warm up to RT
  2. customThe volatiles were removed under reduced pressure
  3. customThe residue was purified by FCC

출처 및 근거

ORD 기록
ord-b2337666d511490898fa66a72f17d3a1
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440974B2

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