Chloride → 6-Amino-1-(3-cyclopentyloxy-4-methoxy-benzyl)-5-(2-(4-methoxybenzyloxy)-2-methyl-propionylamino)-2-thiouracil

HRID 2227360ノート

反応式

HRID 2227360 の反応式
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([CH2:7][O:8][C:9]([CH3:14])([CH3:13])[C:10](Cl)=[O:11])=[CH:5][CH:4]=1.[NH2:17][C:18]1[C:19](=[O:41])[NH:20][C:21](=[S:40])[N:22]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH:35]3[CH2:39][CH2:38][CH2:37][CH2:36]3)[CH:27]=2)[C:23]=1[NH2:24].[Cl-]>C1COCC1>[NH2:24][C:23]1[N:22]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH:35]3[CH2:39][CH2:38][CH2:37][CH2:36]3)[CH:27]=2)[C:21](=[S:40])[NH:20][C:19](=[O:41])[C:18]=1[NH:17][C:10](=[O:11])[C:9]([O:8][CH2:7][C:6]1[CH:15]=[CH:16][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)([CH3:14])[CH3:13]

参加物

5

反応物 3

HCID 312ChlorideHCID 184734541-(3-Cyclopentyloxy-4-methoxy-benzyl)-5,6-diamino-2-thiouracilHCID 184736132-(4-Methoxybenzyloxy)-2-methyl-propionyl chloride

生成物 1

HCID 184735306-Amino-1-(3-cyclopentyloxy-4-methoxy-benzyl)-5-(2-(4-methoxybenzyloxy)-2-methyl-propionylamino)-2-thiouracil

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution with 2.91 g (12 mM) of crude 2-(4-methoxybenzyloxy)-2-methyl-propionyl chloride in 9 ml of THF was added within 90 min to a stirred suspension with 3.62 g (10 mM) of 5,6-diamino-1-(3-cyclopentyloxy-4-methoxy-benzyl)-2-thiouracil. After 20 hr another 485 mg of chloride in 5 ml of THF was added within 30 min. After a further 3 hr the solid was filtered off and the solution evaporated in vacuo to dryness. The residue was dissolved in ethyl acetate, extracted with sodium bicarbonate solution and the organic phase evaporated in vacuo to dryness. The residue was crystallized from methanol: 1.71 g (30.1%) of amide with mp 172-184° C.

後処理

  1. filtrationAfter a further 3 hr the solid was filtered off
  2. customthe solution evaporated in vacuo to dryness
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. extractionextracted with sodium bicarbonate solution
  5. customthe organic phase evaporated in vacuo to dryness
  6. customThe residue was crystallized from methanol

出典と根拠

ORDレコード
ord-683fd301326b406490c46550db445777
出典データセット
uspto-grants-2002_07
特許番号
US06413975B1

反応ノート

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