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

HRID 452254ノート

反応式

HRID 452254 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.[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

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)+.

出典と根拠

ORDレコード
ord-6cdbf3dfb03d4735b1565795d6602ff2
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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