Hydrochloric Acid → HCID 22250074、化合物

HRID 889897ノート

反応式

HRID 889897 の反応式
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[S:19][C:18]3[C:13](=[N:14][CH:15]=[CH:16][C:17]=3[Cl:20])[CH:12]=2)=[N:8][C:7]=1[CH3:21])=[O:5])C.C1COCC1.[OH-].[K+].Cl>C(O)C>[Cl:20][C:17]1[CH:16]=[CH:15][N:14]=[C:13]2[CH:12]=[C:11]([C:9]3[S:10][C:6]([C:4]([OH:5])=[O:3])=[C:7]([CH3:21])[N:8]=3)[S:19][C:18]=12

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 69585794HCID 69585794、化合物

生成物 1

HCID 22250074HCID 22250074、化合物収率 72%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 15.2 g (46.2 mmol) 2-(7-chloro-thieno[3,2-b]pyridin-2-yl)-4-methyl-thiazole-5-carboxylic acid ethyl ester, 80 mL of THF and 20 mL of absolute ethanol was added (13 g, 231 mmol) freshly ground potassium hydroxide. The reaction was stirred at room temperature for sixteen hours. The reaction was cooled to 0° C. and the pH was adjusted to pH 3 with conc HCl. The resulting yellow precipitate was filtered and dried to give 2-(7-chloro-thieno[3,2-b]pyridin-2-yl)-4-methyl-thiazole-5-carboxylic acid (10.3 g) in 72% yield. C12H7N2O2S2: APCI m/z 310.2/312.2 (pos.); 1H NMR (d6-DMSO): δ 8.67 (d, 1H, J=5.0 Hz), 8.42 (s, 1H), 7.65 (d, 1H, J=5.0 Hz), 2.65 (s, 3H) ppm.

後処理

  1. temperatureThe reaction was cooled to 0° C.
  2. filtrationThe resulting yellow precipitate was filtered
  3. customdried

出典と根拠

ORDレコード
ord-90d8a049298243a8bf7f56903cba1de3
出典データセット
uspto-grants-2006_02
特許番号
US06995171B2

反応ノート

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