Methanol → (+/-)-3-[2-(4-Hydroxy-piperidin-1-yl)-thiazol-4-yl]-3-[4-(7-methoxy-quinolin-8-yl)-[1,4]diazepan-1-yl]-propionic acid

HRID 532839ノート

反応式

HRID 532839 の反応式
C[O:2][C:3](=[O:37])[CH2:4][CH:5]([C:25]1[N:26]=[C:27]([N:30]2[CH2:35][CH2:34][CH:33]([OH:36])[CH2:32][CH2:31]2)[S:28][CH:29]=1)[N:6]1[CH2:12][CH2:11][CH2:10][N:9]([C:13]2[C:14]([O:23][CH3:24])=[CH:15][CH:16]=[C:17]3[C:22]=2[N:21]=[CH:20][CH:19]=[CH:18]3)[CH2:8][CH2:7]1.[OH-].[Na+].CO>C1COCC1>[OH:36][CH:33]1[CH2:32][CH2:31][N:30]([C:27]2[S:28][CH:29]=[C:25]([CH:5]([N:6]3[CH2:12][CH2:11][CH2:10][N:9]([C:13]4[C:14]([O:23][CH3:24])=[CH:15][CH:16]=[C:17]5[C:22]=4[N:21]=[CH:20][CH:19]=[CH:18]5)[CH2:8][CH2:7]3)[CH2:4][C:3]([OH:37])=[O:2])[N:26]=2)[CH2:35][CH2:34]1

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 59366202(+/-)-3-[2-(4-Hydroxy-piperidin-1-yl)-thiazol-4-yl]-3-[4-(7-methoxy-quinolin-8-yl)-[1,4]diazepan-1-yl]-propionic acid methyl ester

生成物 1

HCID 59366189(+/-)-3-[2-(4-Hydroxy-piperidin-1-yl)-thiazol-4-yl]-3-[4-(7-methoxy-quinolin-8-yl)-[1,4]diazepan-1-yl]-propionic acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The product from step 1 (660 mg, 1.26 mmol) was dissolved in THF (4.20 mL) and 1 N aq. NaOH (2.52 mL, 2.52 mmol) was added, followed by MeOH (2.10 mL). The reaction was stirred at room temp for 3 h, then concentrated. The product was taken up in CH2Cl2 and water, then acidified to pH 4 with AcOH. NH4OH was added to bring the pH to 9, then the aqueous was extracted with CH2Cl2 (3×50 mL). The combined organic was dried over MgSO4, filtered, and concentrated to give the product, which was used without further purification.

後処理

  1. concentrationconcentrated
  2. additionNH4OH was added
  3. extractionthe aqueous was extracted with CH2Cl2 (3×50 mL)
  4. dry with materialThe combined organic was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give the product, which
  8. customwas used without further purification

出典と根拠

ORDレコード
ord-af9f4940df50454e883aace0cf76e1b4
出典データセット
uspto-grants-2014_10
特許番号
US08853202B2

反応ノート

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