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Diisopropylethylamine → HCID 178504905, 화합물

HRID 1257726
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HRID 1257726 반응식
FC(F)(F)C(O)=O.[CH3:8][S:9]([C@H:12]1[CH2:17][CH2:16][C@H:15]([NH2:18])[CH2:14][CH2:13]1)(=[O:11])=[O:10].[C:19]1([S:25]([N:28]2[C:32]3=[N:33][CH:34]=[C:35]([N+:38]([O-:40])=[O:39])[C:36](Cl)=[C:31]3[CH:30]=[CH:29]2)(=[O:27])=[O:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(C(C)C)CC)(C)C>CC(O)C>[C:19]1([S:25]([N:28]2[C:32]3=[N:33][CH:34]=[C:35]([N+:38]([O-:40])=[O:39])[C:36]([NH:18][C@H:15]4[CH2:16][CH2:17][C@H:12]([S:9]([CH3:8])(=[O:10])=[O:11])[CH2:13][CH2:14]4)=[C:31]3[CH:30]=[CH:29]2)(=[O:26])=[O:27])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 583947741-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo(2,3-b)pyridineHCID 178504906HCID 178504906, 화합물

생성물 1

HCID 178504905HCID 178504905, 화합물수율 93.1%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
120 °C

실험 절차

A mixture of trans 4-methanesulfonyl-cyclohexylamine trifluoroacetic acid salt (383 mg, 1.32 mmol), 1-benzenesulfonyl-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (536 mg, 1.60 mmol), diisopropylethylamine (0.69 mL, 4.0 mmol) in propan-2-ol (5.5 mL), were heated at 120° C. for 10 minutes using microwave irradiation. The mixture was cooled to 0° C. and filtered, the resulting solid washed with propan-2-ol and ether, then dried under vacuum to give 588 mg (93%) of trans (1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-yl)-(4-methanesulfonyl-cyclohexyl)-amine as a bright yellow solid. 1H NMR (400 MHz, CDCl3) δ: 9.11 (s, 1H), 8.99 (d, 1H), 8.20 (m, 2H), 7.64 (m, 2H), 7.53 (t, 2H), 6.66 (d, 1H), 3.95 (ddd, 1H), 2.95 (m, 1H), 2.91 (s, 3H), 2.40 (m, 4H), 1.85 (m, 2H), 1.52 (m, 2H).

후처리

  1. custommicrowave irradiation
  2. temperatureThe mixture was cooled to 0° C.
  3. filtrationfiltered
  4. washthe resulting solid washed with propan-2-ol and ether
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-567f3549476047e2a81901db1d2ade80
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461328B2

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