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

HRID 452258노트

반응식

HRID 452258 반응식
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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)−.

출처 및 근거

ORD 기록
ord-56d7ff260f8240d5a3e29572de0b2d45
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487121B2

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