1,2-Dichloroethane → HCID 178487300, 화합물

HRID 230004노트

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HRID 230004 반응식
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH2:24][C:25]2[CH:33]=[CH:32][C:28]([C:29]([OH:31])=O)=[CH:27][CH:26]=2)[C:12]2[N:16]([CH3:17])[C:15]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:14]=3[N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].O.[NH:35]1[C:39]([NH2:40])=[N:38][N:37]=[N:36]1.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.C(Cl)CCl>CN(C=O)C>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH2:24][C:25]2[CH:26]=[CH:27][C:28]([C:29]([NH:40][C:39]3[NH:38][N:37]=[N:36][N:35]=3)=[O:31])=[CH:32][CH:33]=2)[C:12]2[N:16]([CH3:17])[C:15]3[CH:18]=[CH:19][C:20]([O:22][CH3:23])=[CH:21][C:14]=3[N:13]=2)[CH2:7][CH2:6]1)([CH3:3])([CH3:2])[CH3:4]

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 688349604-{[(4-Tert-butylcyclohexyl)(5-methoxy-1-methyl-1h-benzimidazol-2-yl)amino]methyl}benzoic acidHCID 178509300HCID 178509300, 화합물

생성물 1

HCID 178487300HCID 178487300, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
40 °C

실험 절차

To a solution of the title compound of Example 14 Step D (0.1 mmol, 45 mg), 1H-tetraazol-5-amine monohydrate (0.2 mmol, 21 mg), HOBt (0.2 mmol, 31 mg) and DIEA (0.3 mmol, 52 μL) in 1 mL of DMF was added EDC (0.2 mmol, 38 mg). The reaction was heated to 40° C. for 3 h, then concentrated under reduced pressure. The residue was taken up in ca. 2:1 dioxane/H2O and acidified with TFA, then purified by reverse-phase chromatography (Condition B). The product was lyophilized affording a white solid. 1H NMR (500 MHz, d6-DMSO): δ 12.35 (s, 1H), 8.02 (d, 2H), 7.50-7.56 (overlapping m, 3H), 7.00 (d, 1H), 6.96 (m, 1H), 4.81 (s, 2H), 3.78 (s, 3H), 3.75 (s, 3H), 3.65 (m, 1H), 2.02 (m, 2H), 1.83 (m, 2H), 1.71 (m, 2H), 1.17 (m, 2H), 1.04 (m, 1H), 0.85 (s, 9H). MS (ESI): m/z 517 (M+H). HPLC A: 2.03 min.

후처리

  1. concentrationconcentrated under reduced pressure
  2. custompurified by reverse-phase chromatography (Condition B)
  3. customThe product was lyophilized affording a white solid
  4. custom2.03 min.

출처 및 근거

ORD 기록
ord-e7b3915a6be748a8bbef9c5d0ddb8cbd
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563815B2

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