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

HRID 452254노트

반응식

HRID 452254 반응식
CC1(C)C[CH:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7]C=2)[O:3]1.[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][C:21]([OH:23])=O.CCN=C=NCCCN(C)C.[ClH:35].[CH:36]1[CH:37]=[CH:38][C:39]2N(O)N=N[C:40]=2[CH:41]=1.C(N(CC)CC)C>ClCCl>[Cl:35][C:36]1[CH:41]=[C:40]2[C:39](=[CH:38][CH:37]=1)[O:3][C:4]1([CH2:5][CH2:6][CH2:7]1)[CH2:9][CH:10]2[NH:12][C:21](=[O:23])[CH2:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=1

참가 물질

7

반응물 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 853182-Pyridineacetic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 153387052,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-amine

생성물 1

HCID 44132277N-(6-Chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)-2-pyridin-2-ylacetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The title compound was prepared from Intermediate 2 (200 mg, 0.898 mmol) and 2-pyridylacetic acid (234 mg, 1.348 mmol) in presence of EDCI.HCl (258 mg, 1.348 mmol), HOBt (206 mg, 1.348 mmol) and triethylamine (375 μl, 2.696 mmol) in dichloromethane (10 ml) as described in Example 1 to give 151 mg of the product as a white solid; IR (KBr) 3272, 2936, 1644, 1477, 1265, 812 cm−1; 1H NMR (300 MHz, DMSO-d6) δ 1.65-1.88 (m, 3H), 2.02-2.20 (m, 3H), 2.25-2.35 (m, 2H), 3.71 (q, J=12.0 Hz, 2H), 5.00-5.15 (m, 1H), 6.73 (t, J=7.8 Hz, 1H), 6.76 (d, J=8.4 Hz, 1H), 7.10-7.20 (m, 2H), 7.22-7.30 (m, 1H), 7.70-7.80 (m, 1H), 8.49 (s, 1H), 8.62 (d, J=8.4 Hz, 1H); ESI-MS (m/z) 343.21 (M+H)+.

출처 및 근거

ORD 기록
ord-6cdbf3dfb03d4735b1565795d6602ff2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08487121B2

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