1-Hydroxybenzotriazole → 1-benzyl-4-methoxy-2-methyl-1H-pyrrolo[3,2-c]pyridine

HRID 1445939노트

반응식

HRID 1445939 반응식
NC(=O)C([C:5]1[C:9]2[C:10]([O:14][CH2:15]C(O)=O)=[N:11][CH:12]=[CH:13][C:8]=2[N:7]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:6]=1[CH3:26])=O.C(OC(=O)[C@H](CC(OCC1C=CC=CC=1)=O)N)C1C=CC=CC=1.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>ClCCl.CN(C)C=O.CN(C)C1C=CN=CC=1.ClCCl>[CH2:19]([N:7]1[C:8]2[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH3:15])[C:9]=2[CH:5]=[C:6]1[CH3:26])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

참가 물질

8

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2808532(S)-Dibenzyl 2-aminosuccinateHCID 166569372-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-methyl-1H-pyrrolo[3,2-c]pyridin-4-yloxy)acetic acid

생성물 1

HCID 591703081-benzyl-4-methoxy-2-methyl-1H-pyrrolo[3,2-c]pyridine

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매HCID 22350042dichloromethane N,N-dimethylformamide용매

실험 절차

To a solution of 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-methyl-1H-pyrrolo[3,2-c]pyridin-4-yloxy)acetic acid ILY-II-1 (1.5 mmol) in dichloromethane/dimethylformamide (5:1) is added aspartic acid dibenzyl ester (313 mg 1.5 mmol), 4-dimethylaminopyridine (18 mg 0.15 mmol), 1-hydroxybenzotriazole (202 mg, 1.5 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (286 mg, 1.5 mmol), respectively and reaction mixture allows to stir at room temperature. After 6 hrs the reaction is diluted with dichloromethane and washed twice with 1N HCl and brine. The organic layer is dried with Na2SO4 and evaporated in vacuum. The residue is chromatographed on silica gel to give the titled compound 2.

후처리

  1. customrespectively and reaction mixture
  2. washwashed twice with 1N HCl and brine
  3. dry with materialThe organic layer is dried with Na2SO4
  4. customevaporated in vacuum
  5. customThe residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-99732d84c1b14bfbaf23e9d01cbbf628
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666898B2

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