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1,2-Dichloroethane → HCID 10027778, 화합물

HRID 1435881
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HRID 1435881 반응식
Cl.[CH3:2][O:3][C:4]1[N:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[C:7]2[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][NH2:22])=[N:18][CH:19]=1.C(N(C(C)C)CC)(C)C.[O:32]=[C:33]1[CH2:38][S:37][C:36]2[CH:39]=[CH:40][C:41]([C:43](O)=[O:44])=[N:42][C:35]=2[NH:34]1.O.OC1C2N=NNC=2C=CC=1.C(Cl)CCl>CN(C=O)C>[CH3:2][O:3][C:4]1[N:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][CH:8]=[C:7]2[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][NH:22][C:43]([C:41]2[CH:40]=[CH:39][C:36]3[S:37][CH2:38][C:33](=[O:32])[NH:34][C:35]=3[N:42]=2)=[O:44])=[N:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 218737873-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylic acidHCID 68441439(2-{5-[6-(Methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)amine hydrochloride saltHCID 178526939HCID 178526939, 화합물

생성물 1

HCID 10027778
HCID 10027778, 화합물
수율 79%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of (2-{5-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)amine hydrochloride salt (1.08 mmole) in DMF (25 mL) at RT was added diisopropylethylamine (0.75 mL, 4.32 mmole), 3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]thiazine-6-carboxylic acid (0.23 g, 1.08 mmole), hydroxybenzotriazole hydrate (0.16 g, 1.19 mmole) and EDC (0.23 g, 1.19 mmole). After 18 h, the reaction contents were concentrated and dried under high vacuum. Purification on silica (CHCl3/MeOH, 9:1 containing 5% NH4OH) afforded the title compound (0.40 g, 79%) as light yellow solid: 1H NMR (400 MHz, CD3OD) δ 9.55 (m, 1H), 9.19 (m, 1H), 9.09 (d, J=8.3 Hz, 1H), 8.53 (d, J=9.2 Hz, 1H), 8.42 (m, 1H), 8.23 (d, J=7.7 Hz, 1H), 7.88 (d, J=8.3 Hz, 1H), 7.61 (m, 2H), 4.5 (s, 3H), 4.02 (m, 2H), 3.62 (m, 2H), 3.54 (m, 2H). LC-MS (ES) m/e 473 (M+H)+.

후처리

  1. customthe reaction contents
  2. concentrationwere concentrated
  3. customdried under high vacuum
  4. customPurification on silica (CHCl3/MeOH, 9:1 containing 5% NH4OH)

출처 및 근거

ORD 기록
ord-96fcc2335d0840368e1057df58180080
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07618959B2

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