Cyclopropylamine → 6-(4-((S)-1-((R)-6-(2-cyano-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)-N-cyclopropylpyridazine-3-carboxamide

HRID 1046073노트

반응식

[CH3:1][C:2]([CH3:36])([CH2:5][C@@:6]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:11][C:10](=[O:12])[N:9]([C@H:13]([C:15]2[CH:20]=[CH:19][C:18](B3OC(C)(C)C(C)(C)O3)=[CH:17][CH:16]=2)[CH3:14])[CH2:8][CH2:7]1)[C:3]#[N:4].Cl[C:38]1[N:43]=[N:42][C:41]([C:44]([O:46]C)=O)=[CH:40][CH:39]=1.[CH:48]1([NH2:51])[CH2:50][CH2:49]1>>[C:3]([C:2]([CH3:36])([CH3:1])[CH2:5][C@@:6]1([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[O:11][C:10](=[O:12])[N:9]([C@H:13]([C:15]2[CH:20]=[CH:19][C:18]([C:38]3[N:43]=[N:42][C:41]([C:44]([NH:51][CH:48]4[CH2:50][CH2:49]4)=[O:46])=[CH:40][CH:39]=3)=[CH:17][CH:16]=2)[CH3:14])[CH2:8][CH2:7]1)#[N:4]

참가 물질

반응물 3

HCID 69828Cyclopropylamine

HCID 12379801Methyl 6-chloropyridazine-3-carboxylate

HCID 596356852,2-dimethyl-3-((R)-2-oxo-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-6-yl)propanenitrile

생성물 1

HCID 670197296-(4-((S)-1-((R)-6-(2-cyano-2-methylpropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)phenyl)-N-cyclopropylpyridazine-3-carboxamide

실험 절차

The title compound was prepared from 2,2-dimethyl-3-((R)-2-oxo-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-6-yl)propanenitrile and methyl 6-chloropyridazine-3-carboxylate following procedures analogous to those described in Example 8 using cyclopropylamine in Step 2. LC-MS Method 2 tR=1.17 min, m/z=524.3; 1H NMR (CDCl3) 0.71 (m, 2H), 0.94 (m, 2H), 1.34 (s, 3H), 1.48 (s, 3H), 1.59 (m, 3H), 2.18 (m, 2H), 2.36 (m, 1H), 2.53 (m, 2H), 2.94 (m, 1H), 3.02 (m, 1H), 5.72 (m, 1H), 7.03 (m, 2H), 7.39 (m, 5H), 7.84 (m, 2H), 7.93 (m, 1H), 7.25 (m, 1H), 8.34 (m, 1H)

출처 및 근거

ORD 기록: ord-36be018849514e148074a41d87b6432e
출처 데이터셋: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08569292B2

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