Thiourea → 4-[7-(Toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-thiazol-2-ylamine

HRID 400562ノート

反応式

HRID 400562 の反応式
Br[CH2:2][C:3]([C:5]1[C:6]2[CH:13]=[CH:12][N:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[C:7]=2[N:8]=[CH:9][N:10]=1)=O.[NH2:24][C:25]([NH2:27])=[S:26]>CC(C)=O>[C:20]1([CH3:23])[CH:21]=[CH:22][C:17]([S:14]([N:11]2[C:7]3[N:8]=[CH:9][N:10]=[C:5]([C:3]4[N:24]=[C:25]([NH2:27])[S:26][CH:2]=4)[C:6]=3[CH:13]=[CH:12]2)(=[O:16])=[O:15])=[CH:18][CH:19]=1

参加物

4

反応物 2

HCID 2723790ThioureaHCID 586917252-Bromo-1-[7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-ethanone

生成物 1

HCID 576473414-[7-(Toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-thiazol-2-ylamine収率 72%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Into 75 mL of acetone was successively added [4.2 g, 10.65 mmol] of 2-Bromo-1-[7-(toluene-4-sulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-ethanone followed by [0.81 g, 10.65 mmol] of thiourea. The reaction was then stirred for 4.0 hours at ambient temperature. The pale yellow precipitate was collected via suction filtration and washed with more acetone. The crude cake was suspended into 20 mL of triethylamine and stirred for one hour. The material was then diluted with water and suction filtered to isolate the solid. The damp cake was triturated with acetonitrile, the solid isolated again via suction filtration and airdried. The beige solid, 2.6 g, represents a 72% yield of the free base.

後処理

  1. filtrationThe pale yellow precipitate was collected via suction filtration
  2. washwashed with more acetone
  3. stirringstirred for one hour
  4. additionThe material was then diluted with water and suction
  5. filtrationfiltered
  6. customto isolate the solid
  7. customThe damp cake was triturated with acetonitrile
  8. customthe solid isolated again via suction filtration

出典と根拠

ORDレコード
ord-f26f772ce7e94dec86d855925a234789
出典データセット
uspto-grants-2014_06
特許番号
US08741912B2

反応ノート

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