5-(Chloromethyl)-1,2,3-trimethoxybenzene → HCID 178491928、化合物

HRID 77517

反応式

HRID 77517 の反応式
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([NH:9][C:10]([NH:12][C:13]([C:15]1[C:20]([NH2:21])=[N:19][C:18]([NH2:22])=[C:17]([Cl:23])[N:16]=1)=[O:14])=[NH:11])[CH2:2]2.[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:31]=[C:32]([O:36][CH3:37])[C:33]=1[O:34][CH3:35])[CH2:29]Cl>CN(C=O)C>[Cl-:23].[NH2:21][C:20]1[C:15]([C:13]([N:12]=[C:10]([NH2:11])[NH:9][CH:3]2[CH:4]3[CH2:7][CH2:8][N+:1]([CH2:29][C:28]4[CH:31]=[C:32]([O:36][CH3:37])[C:33]([O:34][CH3:35])=[C:26]([O:25][CH3:24])[CH:27]=4)([CH2:6][CH2:5]3)[CH2:2]2)=[O:14])=[N:16][C:17]([Cl:23])=[C:18]([NH2:22])[N:19]=1

参加物

4

反応物 2

HCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 178512394HCID 178512394、化合物2 回

生成物 1

HCID 178491928HCID 178491928、化合物収率 42%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-(1-Aza-bicyclo[2.2.2]oct-3-yl)-N′-(3,5-diamino-6-chloro-pyrazine-2-carbonyl)-guanidine (Intermediate 4, 152 mg, content ca. 66%, 0.30 mmol) and 3,4,5-trimethoxybenzyl chloride (Aldrich, 77 mg, 0.36 mmol) is stirred in DMF (1 mL) at r.t. for ca. 18 h. The crude mixture is purified by preparative HPLC (5 mM ammonium formate in H2O: CH3CN gradient). The product thus obtained is triturated with a mixture of diethyl ether (4 mL) and methanol (1.5 mL), collected by filtration and dried under vacuum at 70° C. Further trituration with water (0.3 mL), filtration and drying under vacuum at 70° C. yields the title compound (35 mg).

後処理

  1. customThe crude mixture is purified by preparative HPLC (5 mM ammonium formate in H2O: CH3CN gradient)
  2. customThe product thus obtained
  3. customis triturated with a mixture of diethyl ether (4 mL) and methanol (1.5 mL)
  4. filtrationcollected by filtration
  5. customdried under vacuum at 70° C
  6. filtrationFurther trituration with water (0.3 mL), filtration
  7. customdrying under vacuum at 70° C.

出典と根拠

ORDレコード
ord-580fc6527acf4792bf8acfdf329ed787
出典データセット
uspto-grants-2014_09
特許番号
US08841309B2

関連ノート

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