Ethyl 4-chloroacetoacetate → 7-(chloromethyl)-2-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

반응식

[NH2:1][C:2]1[S:3][C:4]([CH3:7])=[CH:5][N:6]=1.[Cl:8][CH2:9][C:10](=O)[CH2:11][C:12](OCC)=[O:13]>>[Cl:8][CH2:9][C:10]1[N:1]=[C:2]2[S:3][C:4]([CH3:7])=[CH:5][N:6]2[C:12](=[O:13])[CH:11]=1

참가 물질

반응물 2

HCID 69484Ethyl 4-chloroacetoacetate

HCID 3517702-Amino-5-methylthiazole

생성물 1

HCID 176047167-(chloromethyl)-2-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one수율 63.9%

실험 절차

This compound was synthesized from 2-amino-5-methyl thiazole (5.0 g, 43.710 mmol) and ethyl chloroacetoacetate (9.893 g, 59.561 mmol) in polyphosphoric acid (40.0 g) according to the procedure described in Step 1, Intermediate 2 to afford 6.0 g of the desired compound as a black solid; 1H NMR (300 MHz, DMSO-d6) δ 2.43 (s, 3H), 4.58 (s, 2H), 6.39 (s, 1H), 7.87 (s, 1H); ESI-MS (m/z) 215.37 (M+H)+.

출처 및 근거

ORD 기록: ord-b866bd4dc57f428c9552e432b674c9da
출처 데이터셋: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08518955B2

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