Pyrazole → HCID 23660485、化合物

HRID 1435458ノート

反応式

HRID 1435458 の反応式
[CH3:1][C:2]([C:6]1[N:10]([CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[CH:18]=[CH:19][C:20]([S:22](Cl)(=[O:24])=[O:23])=[CH:21][C:8]=2[N:7]=1)([CH3:5])[CH2:3][CH3:4].[NH:26]1[CH:30]=[CH:29][CH:28]=[N:27]1>CN(C1C=CN=CC=1)C.CC#N>[CH3:1][C:2]([C:6]1[N:10]([CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[CH:18]=[CH:19][C:20]([S:22]([N:26]3[CH:30]=[CH:29][CH:28]=[N:27]3)(=[O:24])=[O:23])=[CH:21][C:8]=2[N:7]=1)([CH3:5])[CH2:3][CH3:4]

参加物

5

反応物 2

HCID 1048PyrazoleHCID 579373072-tert-pentyl-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazole-5-sulfonyl chloride

生成物 1

HCID 23660485HCID 23660485、化合物収率 98%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6342Acetonitrile溶媒

実験手順

Following the same procedure in Example 1, Step A, using 2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride e (287 mg, 0.746 mmol) (see following Steps B, C, D and E for preparation), pyrazol (152 mg, 2.24 mmol) and DMAP (182 mg, 1.49 mmol) in MeCN (15 mL). The crude product was purified by MPLC using Hex/EtOAc (3:7) on silica gel to give 305 mg (98%) of a white solid as the title compound. 1H NMR (400 MHz, CHLOROFORM-D) δ 0.73 (t, J=7.52 Hz, 3 H), 1.37-1.52 (m, 4 H), 1.54 (s, 6 H), 1.90 (q, J=7.49 Hz, 2 H), 2.20-2.34 (m, 1 H), 3.24-3.34 (m, 2 H), 3.87-3.90 (m, 2 H), 4.34 (d, J=7.62 Hz, 2 H), 6.47 (dd, J=2.73, 1.56 Hz, 1 H), 7.73 (dd, J=1.56, 0.59 Hz, 1 H), 7.76 (dd, J=8.79, 0.39 Hz, 1 H), 7.86 (dd, J=8.8, 1.8 Hz, 1 H), 8.22-8.27 (m, 1 H), 8.31 (dd, J=2.73, 0.59 Hz, 1 H); MS (ESI) (M+H)+=417.3; Anal. Calcd for C21H28N4O3S+0.1H2O (418.35): C, 60.29; H, 6.79; N, 13.39. Found: C, 60.32; H, 6.58; N, 13.77.

後処理

  1. customThe crude product was purified by MPLC

出典と根拠

ORDレコード
ord-7717215e93d745eaa59098e506a2e355
出典データセット
uspto-grants-2009_11
特許番号
US07615642B2

反応ノート

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