Triethylamine → HCID 178492638、化合物

HRID 1096883ノート

反応式

HRID 1096883 の反応式
CCN=C=NCCCN(C)C.Cl.[NH:13]1[C:21]2[C:16](=[CH:17][C:18]([C:22]3[CH:23]=[C:24]([CH:28]=[C:29]([O:31][CH3:32])[CH:30]=3)[C:25](O)=[O:26])=[CH:19][CH:20]=2)[CH:15]=[CH:14]1.Cl.[NH:34]1[C:38]([C:39]2[CH:40]=[C:41]3[C:51](=[CH:52][CH:53]=2)[O:50][C:44]2([CH2:49][CH2:48][NH:47][CH2:46][CH2:45]2)[CH2:43][C:42]3=[O:54])=[N:37][N:36]=[N:35]1.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN1C(=O)CCC1.C(Cl)(Cl)Cl>[NH:13]1[C:21]2[C:16](=[CH:17][C:18]([C:22]3[CH:23]=[C:24]([C:25]([N:47]4[CH2:48][CH2:49][C:44]5([CH2:43][C:42](=[O:54])[C:41]6[C:51](=[CH:52][CH:53]=[C:39]([C:38]7[NH:37][N:36]=[N:35][N:34]=7)[CH:40]=6)[O:50]5)[CH2:45][CH2:46]4)=[O:26])[CH:28]=[C:29]([O:31][CH3:32])[CH:30]=3)=[CH:19][CH:20]=2)[CH:15]=[CH:14]1

参加物

8

反応物 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 579309723-(1H-indol-5-yl)-5-methoxybenzoic acidHCID 178479612HCID 178479612、化合物

生成物 1

HCID 178492638HCID 178492638、化合物

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

WSC hydrochloride (52.5 mg, 0.274 mmol) was added to a mixture of 3-(1H-indol-5-yl)-5-methoxybenzoic acid (61.0 mg, 0.228 mmol), 6-(tetrazol-5-yl)spiro[chroman-2,4′-piperidin]-4-one hydrochloride (73.4 mg, 0.228 mmol), HOBT (34.9 mg, 0.228 mmol), triethylamine (0.048 mL, 0.34 mmol), chloroform (0.4 mL) and NMP (0.8 mL), and stirred at room temperature for 20 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified through high-performance preparative liquid chromatography (0.1% TFA, water/acetonitrile) to obtain the title compound as a pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) δ: 11.18 (1H, s), 8.43 (1H, d J=2.3 Hz), 8.25 (1H, dd, J=8.8, 2.3 Hz), 7.87-7.86 (1H, m), 7.47 (1H, d, J=8.4 Hz), 7.41 (1H, dd, J=8.4, 1.7 Hz), 7.39 (1H, t, J=2.8 Hz), 7.35 (1H, d, J=8.8 Hz), 7.26 (1H, dd, J=2.4, 1.5 Hz), 7.24 (1H, t, J=1.5 Hz), 6.87 (1H, dd, J=2.4, 1.5 Hz), 6.49 (1H, ddd, J=2.8, 2.1, 0.7 Hz), 4.37-4.23 (1H, m), 3.86 (3H, s), 3.66-3.18 (3H, m), 2.99 (2.0H, s), 2.14-1.81 (4H, m). MS [M−H]−=533.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified through high-performance preparative liquid chromatography (0.1% TFA, water/acetonitrile)

出典と根拠

ORDレコード
ord-e64a538db44a4592ad23ae6921598aa2
出典データセット
uspto-grants-2012_03
特許番号
US08138197B2

反応ノート

読み込み中…