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1,2-Dichloroethane → 2-Methyl-3-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one

HRID 2213559
ノート
印刷プレビュー

反応式

HRID 2213559 の反応式
[CH3:1][C:2]1[NH:6][C:5]2[C:7](=[O:10])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:11]([OH:13])=O.C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.[NH:28]1[CH2:32][CH2:31][CH2:30][C@H:29]1[CH2:33][N:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1>CN(C=O)C>[CH3:1][C:2]1[NH:6][C:5]2[C:7](=[O:10])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:11]([N:28]1[CH2:32][CH2:31][CH2:30][C@H:29]1[CH2:33][N:34]1[CH2:38][CH2:37][CH2:36][CH2:35]1)=[O:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 853152(S)-(+)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 219575932-Methyl-6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-3-carboxylic acid

生成物 1

HCID 586978542-Methyl-3-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-4,5-dihydro-1H-cyclopenta[b]pyrrol-6-one収率 81%

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid (Example B, 3.58 g, 20 mmol), HOBt (2.7 g, 20 mmol) and EDC (5.74 g, 30 mmol) in dry DMF (50 mL) was stirred at 0° C. to room temperature for 20 min. Then (S)-(+)-1-(2-pyrrolidinylmethyl)pyrrolidine (24 mmol) was added and stirring was continued for 48 hours. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc, washed with sat. Na2CO3, dried, concentrated and purified on a silica gel column to give 5.1 g (81%) of the titled compound as a yellowish foam.

後処理

  1. stirringstirring
  2. waitwas continued for 48 hours
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in EtOAc
  5. washwashed with sat. Na2CO3
  6. customdried
  7. concentrationconcentrated
  8. custompurified on a silica gel column

出典と根拠

ORDレコード
ord-159715445ea846159869f66922c4f0fc
出典データセット
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07105562B2

反応ノート

読み込み中…

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