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

反応式

[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]

参加物

反応物 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

生成物 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

実験手順

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)

出典と根拠

ORDレコード: ord-36be018849514e148074a41d87b6432e
出典データセット: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08569292B2

反応ノート

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