Triethylamine → N-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)-2-(1,2,3,4-tetrahydro naphthalen-1-yl)acetamide

HRID 452258ノート

反応式

HRID 452258 の反応式
CC1(C)C[CH:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7]C=2)[O:3]1.[C:14]1([CH2:24][C:25]([OH:27])=O)[C:23]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]=2[CH:17]=[CH:16][CH:15]=1.CCN=C=NCCCN(C)C.[ClH:39].[CH:40]1[CH:41]=[CH:42][C:43]2N(O)N=N[C:44]=2[CH:45]=1.C(N(CC)CC)C>ClCCl>[Cl:39][C:40]1[CH:45]=[C:44]2[C:43](=[CH:42][CH:41]=1)[O:3][C:4]1([CH2:5][CH2:6][CH2:7]1)[CH2:9][CH:10]2[NH:12][C:25](=[O:27])[CH2:24][CH:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17][CH2:16][CH2:15]1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 2319782-(5,6,7,8-Tetrahydronaphthalen-1-yl)acetic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 153387052,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-amine

生成物 1

HCID 44132598N-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)-2-(1,2,3,4-tetrahydro naphthalen-1-yl)acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The title compound was prepared from Intermediate 2 (212 mg, 0.951 mmol) and 5,6,7,8-tetrahydronaphthalen-1-ylacetic acid (150 mg, 0.791 mmol) in presence of EDCI.HCl (227 mg, 1.663 mmol), HOBt (121 mg, 0.791 mmol) and triethylamine (330 μl, 2.371 mmol) in dichloromethane (10 ml) as described in Example 1 to give 154 mg of the product as a white solid; IR (KBr) 3278, 2935, 1637, 1474, 1263, 818 cm−1; 1H NMR (300 MHz, CDCl3) δ 1.70-1.87 (m, 6H), 2.03-2.18 (m, 3H), 2.20-2.46 (m, 3H), 2.60-2.70 (m, 1H), 2.77 (br s, 2H), 3.47 (br s, 2H), 5.27 (q, J=9.3 Hz, 1H), 5.45 (d, J=7.8 Hz, 1H), 6.70 (d, J=8.7 Hz, 1H), 7.05-7.18 (m, 6H); ESI-MS (m/z) 394.76 (M−H)−.

出典と根拠

ORDレコード
ord-56d7ff260f8240d5a3e29572de0b2d45
出典データセット
uspto-grants-2013_07
特許番号
US08487121B2

反応ノート

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