Benzylamine → 6-benzyl-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione

HRID 41882노트

반응식

HRID 41882 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]4[CH2:19][O:20][C:21](=[O:22])[C:14]=34)=[CH:11][N:10]([CH3:23])[N:9]=2)=[CH:4][CH:3]=1.[CH2:24]([NH2:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)(=O)C>[CH2:24]([N:31]1[C:21](=[O:22])[C:14]2[C:15](=[N:16][CH:17]=[CH:18][C:13]=2[C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)=[N:9][N:10]([CH3:23])[CH:11]=2)[C:19]1=[O:20])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 679718214-[3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-4-yl]furo[3,4-b]pyridin-5(7H)-one

생성물 1

HCID 679717066-benzyl-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

4-[3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-4-yl]furo[3,4-b]pyridin-5(7H)-one (Example 1, step 5, 472 mg, 1.46 mmol) and benzyl amine (0.167 mL, 1.53 mmol) in acetic acid (4.7 mL) were heated at reflux for 18 hr, cooled and then concentrated to a brown solid. This material was stirred with diethyl ether (20 mL) for 10 min and then filtered to yield 450 mg (75%) of Ex 5-Step 1 product as a tan colored solid: LCMS m/z 413.5 (M+1); 1H NMR (400 MHz, CDCl3) δ 8.57 (d, J=5.2, 1H), 8.15 (s, 1H), 7.26-7.42 (m, 7H), 7.13 (d, J=5.3, 1H), 7.01 (dd, J=8.6, 8.6, 2H), 4.87 (s, 2H), 4.00 (s, 3H).

후처리

  1. temperatureat reflux for 18 hr
  2. temperaturecooled
  3. concentrationconcentrated to a brown solid
  4. filtrationfiltered
  5. customto yield 450 mg (75%) of Ex 5-Step 1 product as a tan colored solid

출처 및 근거

ORD 기록
ord-ce316869c633465c80d5bba21a1b3c64
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536164B2

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