(R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-6-(prop-1-en-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate → (R)-tert-butyl 3-(4-amino-6-isopropyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate

HRID 2175663노트

반응식

HRID 2175663 반응식
[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:9]([C:24]([CH3:26])=[CH2:25])[N:8]([C@@H:27]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28]3)[C:4]=2[N:5]=[CH:6][N:7]=1>[Pd]>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[CH:13][CH:12]=3)=[C:9]([CH:24]([CH3:26])[CH3:25])[N:8]([C@@H:27]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[O:33])[CH2:28]3)[C:4]=2[N:5]=[CH:6][N:7]=1

참가 물질

3

반응물 1

HCID 86719400(R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-6-(prop-1-en-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate

생성물 1

HCID 86719401(R)-tert-butyl 3-(4-amino-6-isopropyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 23938Palladium촉매

반응 조건

온도
65 °C

실험 절차

A mixture of (R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-6-(prop-1-en-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (116) (218 mg, 0.43 mmol) and 10% Pd/C (200 mg) was purged with H2 before heated at 65° C. overnight. The reaction was monitored by LCMS until all starting material converted to the product. After cooled down to r.t., the reaction mixture was filtered through celite pad and concentrate under reduced pressure to afford (R)-tert-butyl 3-(4-amino-6-isopropyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (117) as a yellow solid. LC-MS (ESI): m/z (M+1) 514.1

후처리

  1. customwas purged with H2
  2. temperatureAfter cooled down to r.t.
  3. filtrationthe reaction mixture was filtered through celite pad
  4. concentrationconcentrate under reduced pressure

출처 및 근거

ORD 기록
ord-b4bc1d7a9a2d444c850af056ab599490
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062058B2

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