2,3-Dihydro-1-benzofuran-7-carbaldehyde → (1H-Benzimidazol-2-ylmethyl)-(2,3-dihydro-benzofuran-7-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

HRID 8963노트

반응식

HRID 8963 반응식
[O:1]1[C:5]2[C:6]([CH:10]=O)=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1.C(OC([N:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[CH2:28][NH:29][CH:30]1[C:39]2[N:38]=[CH:37][CH:36]=[CH:35][C:34]=2[CH2:33][CH2:32][CH2:31]1)=O)(C)(C)C.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[NH:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[CH2:28][N:29]([CH2:10][C:6]1[C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=[CH:8][CH:7]=1)[CH:30]1[C:39]2[N:38]=[CH:37][CH:36]=[CH:35][C:34]=2[CH2:33][CH2:32][CH2:31]1

참가 물질

4

반응물 3

HCID 27950182,3-Dihydro-1-benzofuran-7-carbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 219850812-[(5,6,7,8-Tetrahydroquinolin-8-ylamino)-methyl]-benzimidazole-1-carboxylic acid tert-butyl ester

생성물 1

HCID 21984995(1H-Benzimidazol-2-ylmethyl)-(2,3-dihydro-benzofuran-7-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine

실험 절차

Following General Procedure B: To a solution of 2,3-dihydrobenzofuran-7-carboxaldehyde (53.6 mg, 0.362 mmol) and [1-(tert-butoxycarbonyl)-(1H-benzimidazol-2-ylmethyl)]-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (136 mg, 0.361 mmol) CH2Cl2 (5 mL) was added NaBH(OAc)3 (112 mg, 0.528 mmol) and the mixture stirred overnight. Purification of the crude product by radial chromatography on silica gel (1 mm TLC plate, 125:1:1 CH2Cl2:CH3OH:NH4OH) to gave the desired freebase (48 mg, 33%).

후처리

  1. customPurification of the crude product by radial chromatography on silica gel (1 mm TLC plate, 125:1:1 CH2Cl2:CH3OH:NH4OH)
  2. customto gave the desired freebase (48 mg, 33%)

출처 및 근거

ORD 기록
ord-ff392881b94248d4b1fd278693bd58ef
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091217B2

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