N-(3-cyanothiophen-2-yl)-2-(4-methoxyphenyl)acetamide → N-(3-(2H-tetrazol-5-yl)thiophen-2-yl)-2-(4-methoxyphenyl)acetamide

HRID 1519967

반응식

HRID 1519967 반응식
[C:1]([C:3]1[CH:7]=[CH:6][S:5][C:4]=1[NH:8][C:9](=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)#[N:2].[N:20]([Sn](CCCC)(CCCC)CCCC)=[N+:21]=[N-:22]>C1(C)C=CC=CC=1>[N:2]1[NH:20][N:21]=[N:22][C:1]=1[C:3]1[CH:7]=[CH:6][S:5][C:4]=1[NH:8][C:9](=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1

참가 물질

4

반응물 2

HCID 2404093N-(3-cyanothiophen-2-yl)-2-(4-methoxyphenyl)acetamideHCID 4984872Tributyltin azide

생성물 1

HCID 46869224N-(3-(2H-tetrazol-5-yl)thiophen-2-yl)-2-(4-methoxyphenyl)acetamide

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

N-(3-cyanothiophen-2-yl)-2-(4-methoxyphenyl)acetamide (285 mg, 1.05 mmol), and azidotributylstannane (614 mg, 1.85 mmol) in toluene (10 ml) was placed into a preheated oil bath at 100° C. After stirring for 6 h, The solution was concentrated and directly purified by HPLC to yield N-(3-(2H-tetrazol-5-yl)thiophen-2-yl)-2-(4-methoxyphenyl)acetamide. Method [7] Retention time 4.92 min by HPLC (MH+ 316). 1H NMR (300 MHz, DMSO) δ 11.05 (s, 1H), 7.37 (d, J=6.0 Hz, 1H), 7.30 (d, J=8.4 Hz, 2H), 7.23 (d, J=6.0 Hz, 1H), 6.94 (d, J=8.4 Hz, 2H), 3.88 (s, 2H), 3.76 (s, 3H).

후처리

  1. concentrationThe solution was concentrated
  2. customdirectly purified by HPLC

출처 및 근거

ORD 기록
ord-786e6f334386400898425db1b5842341
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073891B2

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