1,2-Dichloroethane → HCID 11294495, 화합물

HRID 229985노트

반응식

HRID 229985 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=1)[CH:11]1[CH2:16][CH2:15][CH:14]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:13][CH2:12]1.C([O:35][C:36](=[O:40])[CH2:37][CH2:38][NH2:39])(C)(C)C.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.CCN(C(C)C)C(C)C>CN(C=O)C>[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]([CH2:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:39][CH2:38][CH2:37][C:36]([OH:35])=[O:40])=[O:27])=[CH:24][CH:23]=1)[CH:11]1[CH2:16][CH2:15][CH:14]([C:17]([CH3:20])([CH3:18])[CH3:19])[CH2:13][CH2:12]1

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 4192171tert-Butyl 3-aminopropanoateHCID 688356554-{[1h-Benzimidazol-2-yl(4-tert-butylcyclohexyl)amino]methyl}benzoic acid

생성물 1

HCID 11294495HCID 11294495, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of the title compound of Example 1 Step D (0.1 mmol, 41 mg), the hydrochloride salt of β-alanine tert-butyl ester (0.15 mmol, 27 mg), HOBt (0.25 mmol, 38 mg) and EDC (0.4 mmol, 77 mg) in 1 mL of DMF was added DIEA (0.5 mmol, 90 μL). The reaction mixture was allowed to stand at ambient temperature overnight, then partitioned into EtOAc/H2O. The aqueous phase was washed with EtOAc, and the combined organic phase was dried with MgSO4 and the solvent was removed under reduced pressure. The residue was treated with 3 mL of 2:30:68H2O/TFA/DCM for 1 hr and the solution was concentrated under reduced pressure. Purification by reverse-phase chromatography (Condition A), followed by lyophilization, afforded the product as a white solid. MS (ESI): m/z 477 (M+H). HPLC A: 1.70 min.

후처리

  1. custompartitioned into EtOAc/H2O
  2. washThe aqueous phase was washed with EtOAc
  3. dry with materialthe combined organic phase was dried with MgSO4
  4. customthe solvent was removed under reduced pressure
  5. additionThe residue was treated with 3 mL of 2:30:68H2O/TFA/DCM for 1 hr
  6. concentrationthe solution was concentrated under reduced pressure
  7. customPurification by reverse-phase chromatography (Condition A),

출처 및 근거

ORD 기록
ord-701a0e8238d64194a6f512b591dca443
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563815B2

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