1,2-Dichloroethane → HCID 66967111, 화합물

HRID 2097141

반응식

HRID 2097141 반응식
C(Cl)CCl.C[C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]=1[CH2:15]NC.Cl.[O:19]=[C:20]1[NH:29][C:28]2[N:27]=[CH:26][C:25]([CH:30]=[CH:31][C:32]([OH:34])=O)=[CH:24][C:23]=2[CH2:22][CH2:21]1.C1C=CC2N(O)N=[N:41][C:39]=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH3:39][NH:41][C:32](=[O:34])[C:31]([CH2:15][C:7]1[NH:8][C:9]2[C:14]([CH:6]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:30][C:25]1[CH:26]=[N:27][C:28]2[NH:29][C:20](=[O:19])[CH2:21][CH2:22][C:23]=2[CH:24]=1

참가 물질

8

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 26722512N-Methyl-1-(3-methyl-1H-indol-2-yl)methanamineHCID 669053063-(7-Oxo-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)acrylic acid hydrochloride

생성물 1

HCID 66967111HCID 66967111, 화합물수율 27%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

EDC (498 mg, 2.6 mmol) was added to a solution of 3-methyl-2-(methylaminomethyl)indole (348 mg, 2.0 mmol), 3-(7-oxo-5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-acrylic acid hydrochloride (533 mg, 2.1 mmol), HOBT.H2O (270 mg, 2.0 mmol) and DIPEA (1.04 mL, 6 mmol) in DMF (5 mL). After stirring overnight, the mixture was slowly diluted with water (50 mL). The resulting precipitate was collected by filtration washed with water and dried. The precipitate was suspended in MeOH (10 mL), stirred for 60 hours, filtered and dried to afford title compound (203 mg, 27%). 1H NMR (300 MHz, DMSO-d6, 8): 10.77 and 10.58 (rotamers, 2s, br, 1H), 10.64 (s, br, 1H), 8.37 (d, J=1.9 Hz, 1H), 8.08 (s, 1H), 7.58-6.92 (m, 6H), 4.91 and 4.75 (rotamers, 2s, 2H), 3.09 and 2.91 (rotamers, 2s, 3H), 2.90 (m, 2H), 2.53, (m, 2H), 2.25 (s, 3H). MS (ESI): m/e 375 (M+H)+.

후처리

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with water
  3. customdried
  4. stirringstirred for 60 hours
  5. filtrationfiltered
  6. customdried

출처 및 근거

ORD 기록
ord-e98d33029fdc47fa98c3609c0cc502a0
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450307B2

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