Hydrochloric Acid → HCID 59200469、化合物

HRID 1685357ノート

反応式

HRID 1685357 の反応式
[F:1][C:2]1[C:3]([C:24]([O:26]C)=[O:25])=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[C:20]3[CH:21]=[CH:22][S:23][C:19]=3[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1.[OH-].[Na+].Cl>O>[F:1][C:2]1[C:3]([C:24]([OH:26])=[O:25])=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[C:20]3[CH:21]=[CH:22][S:23][C:19]=3[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59200415HCID 59200415、化合物

生成物 1

HCID 59200469HCID 59200469、化合物収率 62%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate (3.13 g, 7.48 mmol) was treated with aqueous sodium hydroxide (1N, 12 mL, 12.0 mmol) and was stirred at room temperature for 2 hours. The reaction was then acidified to pH ˜6 with 10% aqueous HCl and then poured into water (300 mL) and allowed to sit overnight for complete precipitation. The solid was collected by filtration, washed with water and air dried to give the title material (1.86 g, 62%). 1H NMR (400 MHz, DMSO-d6) δ ppm: 12.24 (1H, s), 8.22 (1H, d, J=5.56 Hz), 8.18 (1H, d, J=5.05 Hz), 8.15 (1H, d, J=5.81 Hz), 7.90 (1H, s), 7.87 (1H, d, J=5.56 Hz), 7.69 (1H, d, J=5.56 Hz), 6.94 (1H, t, J=5.31 Hz). LC/MS (M+H)+: 405. HPLC ret. time (Condition I): 1.28 min.

後処理

  1. customto sit overnight for complete precipitation
  2. filtrationThe solid was collected by filtration
  3. washwashed with water and air
  4. customdried

出典と根拠

ORDレコード
ord-43388e777b0a42fd89ed01ac40b3dc59
出典データセット
uspto-grants-2012_04
特許番号
US08148400B2

反応ノート

読み込み中…