Triethylamine → HCID 178515383、化合物

HRID 1096880ノート

反応式

HRID 1096880 の反応式
CCN=C=NCCCN(C)C.Cl.[S:13]1[C:17]([C:18]2[CH:26]=[CH:25][C:21]([C:22]([OH:24])=O)=[CH:20][CH:19]=2)=[CH:16][C:15]2[CH:27]=[CH:28][CH:29]=[CH:30][C:14]1=2.Cl.[NH:32]1[C:36]([C:37]2[CH:38]=[C:39]3[C:49](=[CH:50][CH:51]=2)[O:48][C:42]2([CH2:47][CH2:46][NH:45][CH2:44][CH2:43]2)[CH2:41][C:40]3=[O:52])=[N:35][N:34]=[N:33]1.C1C=CC2N(O)N=NC=2C=1.C(N(CC)CC)C>CN1C(=O)CCC1>[S:13]1[C:17]([C:18]2[CH:19]=[CH:20][C:21]([C:22]([N:45]3[CH2:46][CH2:47][C:42]4([CH2:41][C:40](=[O:52])[C:39]5[C:49](=[CH:50][CH:51]=[C:37]([C:36]6[NH:35][N:34]=[N:33][N:32]=6)[CH:38]=5)[O:48]4)[CH2:43][CH2:44]3)=[O:24])=[CH:25][CH:26]=2)=[CH:16][C:15]2[CH:27]=[CH:28][CH:29]=[CH:30][C:14]1=2

参加物

7

反応物 5

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 41373834-[Benzo(B)thiophen-2-YL]benzoic acidHCID 178479612HCID 178479612、化合物

生成物 1

HCID 178515383HCID 178515383、化合物

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

WSC hydrochloride (69.0 mg, 0.36 mmol) was added to a mixture of 4-(benzo[b]thiophen-2-yl)benzoic acid (76.3 mg, 0.300 mmol), 6-(tetrazol-5-yl)spiro[chroman-2,4′-piperidin]-4-one hydrochloride (96.5 mg, 0.300 mmol), HOBT (45.9 mg, 0.300 mmol), triethylamine (0.042 mL, 0.300 mmol) and NMP (1.5 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: 8.44 (1H, d J=2.2 Hz), 8.25 (11, dd, J=8.5, 2.2 z), 8.00 (1H, d, J=8.3 Hz), 7.96 (1H, s), 7.89-7.83 (3H, m), 7.54 (2H, d, J=7.8 Hz), 7.44-7.33 (3H, m), 4.37-4.18 (1H, m), 3.65-3.18 (3H, m), 3.00 (2H, s), 2.13-1.75 (4H, m). MS [M−H]−=520.

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-689aa801f9224d629b31e5cab91cea33
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…