Dimethyl Sulfoxide → 2-Amino-nicotinic acid N'-(2-(4-benzyloxy-phenyl)-acetyl)-hydrazide

HRID 1927231노트

반응식

HRID 1927231 반응식
CS(C)=O.[CH2:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([NH:22][NH2:23])=[O:21])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH2:24][C:25]1[N:33]=[CH:32][CH:31]=[CH:30][C:26]=1[C:27](O)=[O:28].CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F>O.C(N(CC)CC)C>[CH2:5]([O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([NH:22][NH:23][C:27](=[O:28])[C:26]2[CH:30]=[CH:31][CH:32]=[N:33][C:25]=2[NH2:24])=[O:21])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 729302-Aminonicotinic acidHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 59287387(4-Benzyloxy-phenyl)-acetic acid hydrazide

생성물 1

HCID 592873892-Amino-nicotinic acid N'-(2-(4-benzyloxy-phenyl)-acetyl)-hydrazide수율 89.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8471Triethylamine용매

실험 절차

To a solution of DMSO (3 mL) of (4-benzyloxy-phenyl)-acetic acid hydrazide (130 mg) described in Manufacturing Example 8-1 were added triethylamine (0.21 mL), 2-aminonicotinic acid (70 mg), and BOP reagent (benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate) (250 mg), which was stirred for 1 hour at the same temperature. Water was added to the reaction solution, and the solids thus precipitated were filtered off to obtain the titled compound (170 mg).

후처리

  1. customthe solids thus precipitated
  2. filtrationwere filtered off

출처 및 근거

ORD 기록
ord-c4b0f9293ee745e0bd242867d9106980
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183264B2

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