Dicyclohexylcarbodiimide → tert-butyl-N-methyl-N-[1-[[5-(oxane-4-carbonylamino)-6-(2-phenylethynyl)-pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate

HRID 535404노트

반응식

HRID 535404 반응식
[CH3:1][N:2]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH:3]([CH3:7])[C:4]([OH:6])=O.C1(N=C=NC2CCCCC2)CCCCC1.[NH2:30][C:31]1[N:36]=[C:35]([C:37]#[C:38][C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:34]([NH:45][C:46]([CH:48]2[CH2:53][CH2:52][O:51][CH2:50][CH2:49]2)=[O:47])=[CH:33][CH:32]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:11]([O:10][C:8](=[O:9])[N:2]([CH3:1])[CH:3]([CH3:7])[C:4]([NH:30][C:31]1[CH:32]=[CH:33][C:34]([NH:45][C:46]([CH:48]2[CH2:53][CH2:52][O:51][CH2:50][CH2:49]2)=[O:47])=[C:35]([C:37]#[C:38][C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[N:36]=1)=[O:6])([CH3:14])([CH3:13])[CH3:12]

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 81531DiisopropylethylamineHCID 44368572-(((Tert-butoxy)carbonyl)(methyl)amino)propanoic acidHCID 86694381N-[6-amino-2-(2-phenylethynyl)pyridin-3-yl]oxane-4-carboxamide

생성물 1

HCID 86694390tert-butyl-N-methyl-N-[1-[[5-(oxane-4-carbonylamino)-6-(2-phenylethynyl)-pyridin-2-yl]amino]-1-oxopropan-2-yl]carbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

A mixture of 2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoic acid (34 mg, 0.17 mmol) and N,N′-dicyclohexylcarbodiimide (17 mg, 0.08 mmol) in DCM (1 ml) is stirred at RT for 20 minutes. This mixture is added to N-[6-amino-2-(2-phenylethynyl)pyridin-3-yl]oxane-4-carboxamide D5b (28 mg, 0.09 mmol) and DIPEA (17 μl; 0.10 mmol) in DCM (1 ml). After stirring for 6 days at 40° C. the reaction mixture is diluted with DCM and extracted with water. The combined organic layers are dried over MgSO4 to and concentrated in vacuo. The crude product (70 mg) is used in the next step without further purification.

후처리

  1. stirringAfter stirring for 6 days at 40° C. the reaction mixture
  2. extractionextracted with water
  3. dry with materialThe combined organic layers are dried over MgSO4 to and
  4. concentrationconcentrated in vacuo
  5. customThe crude product (70 mg) is used in the next step without further purification

출처 및 근거

ORD 기록
ord-24f9cf2dbfd94776823c52c10e06e1b4
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859541B2

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