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

HRID 1445939ノート

反応式

HRID 1445939 の反応式
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

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒HCID 22350042dichloromethane N,N-dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-99732d84c1b14bfbaf23e9d01cbbf628
出典データセット
uspto-grants-2010_02
特許番号
US07666898B2

反応ノート

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