Thionyl Chloride → HCID 58550614、化合物

HRID 1890702ノート

反応式

HRID 1890702 の反応式
O[CH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]1[CH2:13][C@:14]3([CH2:24][C:8]=1[CH:7]=2)[C:22]1[C:17](=[N:18][CH:19]=[CH:20][CH:21]=1)[NH:16][C:15]3=[O:23].S(Cl)([Cl:27])=O>C(Cl)Cl>[Cl:27][CH2:2][C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][C:9]1[CH2:13][C@:14]3([CH2:24][C:8]=1[CH:7]=2)[C:22]1[C:17](=[N:18][CH:19]=[CH:20][CH:21]=1)[NH:16][C:15]3=[O:23]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 58550612(3′S)-6,8-Dihydro-3-(hydroxymethyl)spiro[7H-cyclopenta[g]quinoline-7,3′-[3H]pyrrolo[2,3-b]pyridin]-2′(1′H)-one

生成物 1

HCID 58550614HCID 58550614、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of (7S)-3-(hydroxymethyl)-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one from Step A (970 mg, 3.06 mmol) in CH2Cl2 (30 mL) was added thionyl chloride (2.23 mL, 30.1 mmol) and the resulting mixture was stirred at ambient temperature for 2 h, then concentrated in vacuo. The residue was partitioned between saturated aqueous NaHCO3 (30 mL) and CH2Cl2 (30 mL). The layers were separated and the aqueous layer was extracted further with CH2Cl2 (2×30 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo to give the title. MS: m/z=336 (M+1).

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between saturated aqueous NaHCO3 (30 mL) and CH2Cl2 (30 mL)
  3. customThe layers were separated
  4. extractionthe aqueous layer was extracted further with CH2Cl2 (2×30 mL)
  5. dry with materialThe combined organic extracts were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give the title

出典と根拠

ORDレコード
ord-4386b42c916040f3b571c5841e575b28
出典データセット
uspto-grants-2013_08
特許番号
US08507477B2

反応ノート

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