1,2-Dichloroethane → HCID 11294495、化合物

HRID 229985ノート

反応式

HRID 229985 の反応式
[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

参加物

7

反応物 5

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

生成物 1

HCID 11294495HCID 11294495、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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),

出典と根拠

ORDレコード
ord-701a0e8238d64194a6f512b591dca443
出典データセット
uspto-grants-2009_07
特許番号
US07563815B2

反応ノート

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