Triethylamine → 1-{(R)-3-[2-(4-{1-[2-(2-Methoxy-ethoxy)-ethyl]-1H-benzoimidazol-2-yl}-[1,4]diazepan-1-yl)-ethyl]-3-phenyl-pyrrolidin-1-yl}-1-(2-methoxy-5-tetrazol-1-yl-phenyl)-methanone

HRID 2230713ノート

反応式

HRID 2230713 の反応式
I.I.[N:3]1([C:10]2[N:14]([CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])[C:13]3[CH:22]=[CH:23][CH:24]=[CH:25][C:12]=3[N:11]=2)[CH2:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[CH3:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH:38]=[N:37][N:36]=[N:35]2)=[CH:30][C:29]=1[C:39]([N:41]1[CH2:45][CH2:44][C@:43]([CH2:52][CH2:53]OS(C)(=O)=O)([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[CH2:42]1)=[O:40].C(N(CC)CC)C>C(#N)C>[CH3:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][N:14]1[C:13]2[CH:22]=[CH:23][CH:24]=[CH:25][C:12]=2[N:11]=[C:10]1[N:3]1[CH2:9][CH2:8][CH2:7][N:6]([CH2:53][CH2:52][C@:43]2([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH2:44][CH2:45][N:41]([C:39]([C:29]3[CH:30]=[C:31]([N:34]4[CH:38]=[N:37][N:36]=[N:35]4)[CH:32]=[CH:33][C:28]=3[O:27][CH3:26])=[O:40])[CH2:42]2)[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 18465026HCID 18465026、化合物HCID 86583904HCID 86583904、化合物

生成物 1

HCID 599022781-{(R)-3-[2-(4-{1-[2-(2-Methoxy-ethoxy)-ethyl]-1H-benzoimidazol-2-yl}-[1,4]diazepan-1-yl)-ethyl]-3-phenyl-pyrrolidin-1-yl}-1-(2-methoxy-5-tetrazol-1-yl-phenyl)-methanone収率 59.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

Heat a mixture of 2-[1,4]diazepan-1-yl-1-[2-(2-methoxy-ethoxy)-ethyl]-1H-benzoimidazole dihydroiodide (0.71 g, 1.24 mmol), methanesulfonic acid 2-{(S)-1-[1-(2-methoxy-5-tetrazol-1-yl-phenyl)-methanoyl]-3-phenyl-pyrrolidin-3-yl}-ethyl ester (0.60 g, 1.27 mmol, example 47.2) and acetonitrile (10 mL), triethylamine (1.2 mL, 8.61 mmol) and acetonitrile (15 mL) at 85° C. for 18 hours. Quench the reaction and purify the crude product as described in Example 113 to afford 0.51 g of the title compound, Rf=0.40 (silica gel, dichloromethane:methanol:30% ammonium hydroxide, 90:10:0.1). The compound may be converted to the dihydrochloride salt by methods well known in the art.

後処理

  1. temperatureHeat
  2. customQuench
  3. customthe reaction
  4. custompurify the crude product

出典と根拠

ORDレコード
ord-7360a2010dbd4e25aa1f3b5a8b3ad32a
出典データセット
uspto-grants-2002_07
特許番号
US06423704B1

反応ノート

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