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Trifluoroacetic acid → 7-Aminonaphtho[2,1-d]thiazole-2-carbonitrile

HRID 64514
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반응식

HRID 64514 반응식
[C:1]([C:3]1[S:4][C:5]2[C:15]3[C:10](=[CH:11][C:12]([NH:16]C(=O)OC(C)(C)C)=[CH:13][CH:14]=3)[CH:9]=[CH:8][C:6]=2[N:7]=1)#[N:2].C1(SC)C=CC=CC=1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:16][C:12]1[CH:11]=[C:10]2[C:15](=[CH:14][CH:13]=1)[C:5]1[S:4][C:3]([C:1]#[N:2])=[N:7][C:6]=1[CH:8]=[CH:9]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 131737225tert-Butyl (2-cyanonaphtho[2,1-d]thiazol-7-yl)carbamate

생성물 1

HCID 1176042347-Aminonaphtho[2,1-d]thiazole-2-carbonitrile수율 94.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of tert-butyl (2-cyanonaphtho[2,1-d]thiazol-7-yl)carbamate (72 mg, 0.22 mmol) and thioanisole (0.5 mL) in 2 mL of DCM in an ice bath, 2 mL of trifluoroacetic acid was added. After 1 h, the reaction was concentrated under reduced pressure, and the product (47 mg, 94%) was isolated by silica gel chromatography eluting with 0→75% EtOAc in heptanes. 1H NMR (CD2Cl2) d 8.01 (d, 1H); 7.90 (dt, 1H); 7.76 (d, 1H); 7.09-7.16 (m, 2H).

후처리

  1. concentrationthe reaction was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-322ac2bbe2cc4c8b95d0a482635efc12
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447450B2

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