Bromomethylcyclopropane → Ethyl 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate

HRID 1882375노트

반응식

HRID 1882375 반응식
Br[CH2:2][CH:3]1[CH2:5][C:4]1(F)F.C1(CBr)CC1.[CH3:13][C:14]1[N:15]=[C:16]([N:24]2[CH2:28][CH2:27][NH:26][C:25]2=[O:29])[S:17][C:18]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]>>[CH:5]1([CH2:4][N:26]2[CH2:27][CH2:28][N:24]([C:16]3[S:17][C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:14]([CH3:13])[N:15]=3)[C:25]2=[O:29])[CH2:3][CH2:2]1

참가 물질

4

반응물 3

HCID 81503BromomethylcyclopropaneHCID 27614022-(Bromomethyl)-1,1-difluorocyclopropaneHCID 57919776Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate

생성물 1

HCID 57919986Ethyl 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate수율 96%

실험 절차

Following the procedure as described in Preparation 13, making variations as required to replace bromomethyl-2,2-difluorocyclopropane with cyclopropylmethyl bromide to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 96% yield: 1H NMR (300 MHz, CDCl3) δ 4.23 (q, J=7.2 Hz, 2H), 4.07 (t, J=7.8 Hz, 2H), 3.67 (t, J=7.8 Hz, 2H), 3.16 (d, J=6.9 Hz, 2H), 2.58 (s, 3H), 1.28 (t, J=7.2 Hz, 3H), 0.97-0.88 (m, 1H), 0.59-0.42 (m, 2H), 0.25-0.12 (m, 2H); MS (ES+) m/z 310.3 (M+1).

후처리

  1. customas described in Preparation 13

출처 및 근거

ORD 기록
ord-6f5aa5c0ba5a4ac68bf80b68ccb74b0e
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318949B2

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