1-Hydroxybenzotriazole → 6-benzyloxy-2-methyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-7-carboxylic acid [3-(4-fluoro-phenyl)-2-oxo-propyl]-amide

HRID 1968430노트

반응식

[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[C:17]([CH3:19])[S:18][C:12]2=[N:11][C:10]=1[C:20](O)=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:24][CH2:25][C:26](=[O:35])[CH2:27][C:28]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=1.CCN=C=NCCCN(C)C.Cl.C1C=CC2N(O)N=NC=2C=1.C(=O)(O)[O-].[Na+]>C1COCC1>[F:34][C:31]1[CH:30]=[CH:29][C:28]([CH2:27][C:26](=[O:35])[CH2:25][NH:24][C:20]([C:10]2[N:11]=[C:12]3[S:18][C:17]([CH3:19])=[CH:16][N:13]3[C:14](=[O:15])[C:9]=2[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:21])=[CH:33][CH:32]=1

참가 물질

실험 절차

To a solution of the product of example 1 (2.4 mmol) in THF (10 ml) was added compound 1-amino-3-(4-fluoro-phenyl)-propan-2-one hydrochloride (1.0 g, 4.9 mmol), EDCI.HCl (560 mg, 2.9 mmol), HOBt (400 mg, 2.9 mmol) and TEA (1 g, 9.9 mmol), successively at room temperature. The mixture was stirred overnight, after which saturated sodium bicarbonate was added and then extracted with ethyl acetate. The extracts were combined, washed with brine, and then dried over sodium sulfate. The product was purified by column chromatography to give the desired product.

후처리

customsuccessively at room temperature
extractionextracted with ethyl acetate
washwashed with brine
dry with materialdried over sodium sulfate
customThe product was purified by column chromatography

출처 및 근거

ORD 기록: ord-3226fc47e52e4e29a53985d1a949dfc2
출처 데이터셋: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08426405B2

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