3-Phenylpropargylamine → HCID 178518605、化合物

HRID 1007547ノート

反応式

HRID 1007547 の反応式
[C:1]1([C:7]#[C:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:11]1([C:18]2[CH:27]=[CH:26][C:21]3[NH:22][C:23](=[O:25])[O:24][C:20]=3[CH:19]=2)[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1>C1COCC1>[C:1]1([C:7]#[C:8][CH2:9][NH:10][C@H:14]2[CH2:15][CH2:16][C@H:11]([C:18]3[CH:27]=[CH:26][C:21]4[NH:22][C:23](=[O:25])[O:24][C:20]=4[CH:19]=3)[CH2:12][CH2:13]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 16813-PhenylpropargylamineHCID 98133826-(4-oxocyclohexyl)-1,3-benzoxazol-2(3H)-one

生成物 1

HCID 178518605HCID 178518605、化合物収率 58%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Condensation of 3-phenyl-prop-2-ynylamine (1.0 g, 7.6 mmol) and ketone 5 (1.7 g, 7.6 mmol), following the procedure described in Example 1, except THF was used as solvent gave compound 6-{trans-[4-(3-phenyl-prop-2-ynylamino)cyclohexyl]}-3H-benzoxazol-2-one (400 mg, 58%) as a white solid: 1H NMR (500 MHz, DMSO-d6): δ 7.45-7.35 (m, 5H), 7.19 (s, 1H), 7.50-6.94 (m, 2H), 3.59 (s, 2H), 3.30 (m, 2H), 2.75-2.61 (m, 1H), 2.06-2.00 (m, 2H), 1.85-1.80 (m, 2H), 1.58-1.41 (m, 2H), 1.25-1.10 (m, 2H).

出典と根拠

ORDレコード
ord-84934449bdc24d34894e071dbd68fef9
出典データセット
uspto-grants-2004_09
特許番号
US06794402B2

反応ノート

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