Methanol → N-(1-acetylpiperidin-4-yl)-4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

HRID 1423523노트

반응식

HRID 1423523 반응식
Cl.[CH:2]1([CH2:5][O:6][C:7]2[CH:15]=[CH:14][C:10]3[O:11][CH2:12][O:13][C:9]=3[C:8]=2[C:16]2[C:17]3[NH:24][C:23]([CH3:25])=[C:22]([C:26]([NH:28][CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[O:27])[C:18]=3[N:19]=[CH:20][N:21]=2)[CH2:4][CH2:3]1.C1CCN2C(=NCCC2)CC1.[C:46](Cl)(=[O:48])[CH3:47].CO>ClCCl>[C:46]([N:32]1[CH2:31][CH2:30][CH:29]([NH:28][C:26]([C:22]2[C:18]3[N:19]=[CH:20][N:21]=[C:16]([C:8]4[C:9]5[O:13][CH2:12][O:11][C:10]=5[CH:14]=[CH:15][C:7]=4[O:6][CH2:5][CH:2]4[CH2:4][CH2:3]4)[C:17]=3[NH:24][C:23]=2[CH3:25])=[O:27])[CH2:34][CH2:33]1)(=[O:48])[CH3:47]

참가 물질

6

반응물 4

HCID 887MethanolHCID 6367Acetyl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 679549504-[5-(Cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-6-methyl-N-piperidin-4-yl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide hydrochloride

생성물 1

HCID 50912929N-(1-acetylpiperidin-4-yl)-4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-[5-(Cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-6-methyl-N-piperidin-4-yl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide hydrochloride from example D.f1 (486 mg; 1.0 mmol) and DBU (2.5 mmol) is dissolved in dry dichloromethane (5 mL). Acetyl chloride (1.1 mmol) is syringed into the reaction mixture at ice bath temperature. After addition the mixture is stirred at ambient temperature over night. Methanol (1 mL) is added and stirring is continued for two hours. The volatiles are evaporated. The residue is purified by reversed phase preparative HPLC. The collected product fraction is freeze-dried to yield the title compound as colorless solid.

후처리

  1. additionAfter addition the mixture
  2. stirringstirring
  3. customThe volatiles are evaporated
  4. customThe residue is purified by reversed phase preparative HPLC
  5. customThe collected product fraction is freeze-dried

출처 및 근거

ORD 기록
ord-bf54d5f717df432ca59db9f2c5ead04f
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927557B2

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