Toluene → (+/-)-5-(1-(2-azaspiro[3.3]heptan-6-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine formate

HRID 587114노트

반응식

HRID 587114 반응식
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][N:11]([CH:13]3[CH2:26][C:15]4([CH2:18][N:17]([C:19]([O:21]C(C)(C)C)=[O:20])[CH2:16]4)[CH2:14]3)[CH:12]=2)=[CH:4][C:3]=1[O:27][CH:28]([C:30]1[C:35]([Cl:36])=[CH:34][CH:33]=[C:32]([F:37])[C:31]=1[Cl:38])[CH3:29].C1(C)C=CC=CC=1>C(O)=O>[CH:19]([OH:21])=[O:20].[CH2:16]1[C:15]2([CH2:14][CH:13]([N:11]3[CH:12]=[C:8]([C:5]4[CH:4]=[C:3]([O:27][CH:28]([C:30]5[C:35]([Cl:36])=[CH:34][CH:33]=[C:32]([F:37])[C:31]=5[Cl:38])[CH3:29])[C:2]([NH2:1])=[N:7][CH:6]=4)[CH:9]=[N:10]3)[CH2:26]2)[CH2:18][NH:17]1

참가 물질

4

반응물 2

HCID 1140TolueneHCID 71240178tert-Butyl 6-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate

생성물 1

HCID 71240904(+/-)-5-(1-(2-azaspiro[3.3]heptan-6-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine formate수율 61%

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

tert-Butyl 6-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)-2-azaspiro[3.3]heptane-2-carboxylate (53 mg, 0.094 mmol) was dissolved in formic acid (3 mL). The solution was sonicated at room temperature for 1.0 h and then concentrated by evaporation in vacuo to give the residue. Toluene (2×5 mL) was added and evaporated again. Ether (10 mL) was added and the mixture was stirred at room temperature for 1.0 h. The solid was collected by filtration, washed with ether (10 mL) and then dried under high vacuum to afford (±)-5-(1-(2-azaspiro[3.3]heptan-6-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine formate (29 mg, 61%) as an off-white solid.

후처리

  1. customThe solution was sonicated at room temperature for 1.0 h
  2. concentrationconcentrated by evaporation in vacuo
  3. customto give the residue
  4. customevaporated again
  5. additionEther (10 mL) was added
  6. filtrationThe solid was collected by filtration
  7. washwashed with ether (10 mL)
  8. customdried under high vacuum

출처 및 근거

ORD 기록
ord-019cd14794f14122bfeccae7b00f3123
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09226923B2

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