Sodium triacetoxyborohydride → Pyridine-2-sulfonic acid {4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-phenyl}-amide

HRID 970939

반응식

HRID 970939 반응식
[N:1]1[C:10]2[CH:9]([NH2:11])[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH:12]([C:14]1[CH:19]=[CH:18][C:17]([NH:20][S:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=2)(=[O:23])=[O:22])=[CH:16][CH:15]=1)=O.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[N:1]1[C:10]2[CH:9]([NH:11][CH2:12][C:14]3[CH:15]=[CH:16][C:17]([NH:20][S:21]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)(=[O:23])=[O:22])=[CH:18][CH:19]=3)[CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 113555648-Amino-5,6,7,8-tetrahydroquinolineHCID 85814309Pyridine-2-sulfonic acid (4-formyl-phenyl)-amide

생성물 1

HCID 10200678Pyridine-2-sulfonic acid {4-[(5,6,7,8-tetrahydro-quinolin-8-ylamino)-methyl]-phenyl}-amide수율 67%

실험 절차

Using General Procedure B: Reaction of 5,6,7,8-tetrahydro-quinolin-8-ylamine (68 mg, 0.46 mmol), pyridine-2-sulfonic acid (4-formyl-phenyl)-amide (120 mg, 0.46 mmol), and NaBH(OAc)3 (291 mg, 1.37 mmol) for 1 h at room temperature followed by purification of the crude product by column chromatography on silica gel (CH2Cl2/MeOH/NH4OH 98:1:1) gave the title compound (121 mg, 67%) as a white foam.

후처리

  1. customfollowed by purification of the crude product by column chromatography on silica gel (CH2Cl2/MeOH/NH4OH 98:1:1)

출처 및 근거

ORD 기록
ord-612c24bd713d456bb2bac4c41fe8b9a9
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07312234B2

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