Sodium Azide → HCID 89579596, 화합물

HRID 928581노트

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HRID 928581 반응식
Cl[C:2]1[N:3]=[C:4]([N:17]2[CH2:22][CH2:21][CH:20]([CH2:23][O:24][CH2:25][CH2:26][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)[CH2:19][CH2:18]2)[C:5]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][S:8][C:6]=2[N:7]=1.[N-:32]=[N+]=[N-].[Na+]>CN1C(=O)CCC1.C(Cl)Cl>[C:11]1([C:10]2[C:5]3[C:4]([N:17]4[CH2:22][CH2:21][CH:20]([CH2:23][O:24][CH2:25][CH2:26][N:27]5[CH2:31][CH2:30][CH2:29][CH2:28]5)[CH2:19][CH2:18]4)=[N:3][C:2]([NH2:32])=[N:7][C:6]=3[S:8][CH:9]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 89582576HCID 89582576, 화합물

생성물 1

HCID 89579596HCID 89579596, 화합물수율 20.6%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 13387N-methyl-2-pyrrolidone용매

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온도
150 °C

실험 절차

2-Chloro-5-phenyl-4-[4-(2-pyrrolidin-1-ylethoxymethyl)-1-piperidyl]thieno[2,3-d]pyrimidine (0.4 g, 0.9 mmol) was dissolved in NMP (2 mL). Sodium azide (0.3 g, 4 mmol) was added and the reaction heated to 150° C. in the microwave for 30 minutes. The reaction mixture was diluted with DCM, washed with water, dried over Na2SO4 and concentrated at reduced pressure. The resulting residue was purified by basic prep HPLC (method 6) to afford 5-phenyl-4-[4-(2-pyrrolidin-1-ylethoxymethyl)-1-piperidyl]thieno[2,3-d]pyrimidin-2-amine as a brown gum (81 mg). LCMS RT=2.8 min. M+1=438.

후처리

  1. washwashed with water
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated at reduced pressure
  4. customThe resulting residue was purified by basic prep HPLC (method 6)

출처 및 근거

ORD 기록
ord-10fb6cb615324e93bad9983ea209fc91
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290511B2

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