Oxalyl chloride → HCID 57732770、化合物

HRID 1806485ノート

反応式

HRID 1806485 の反応式
[O:1]1[CH2:5][CH2:4][CH:3]([C:6]([OH:8])=O)[CH2:2]1.C(Cl)(=O)C(Cl)=O.[NH2:15][CH2:16][C:17]1[CH:18]=[C:19]([C:23]2[CH:24]=[C:25]3[C:29](=[C:30]([C:32]([NH2:34])=[O:33])[CH:31]=2)[NH:28][CH:27]=[C:26]3[CH:35]2[CH2:40][CH2:39][N:38]([S:41]([CH2:44][CH3:45])(=[O:43])=[O:42])[CH2:37][CH2:36]2)[CH:20]=[CH:21][CH:22]=1.CCN(C(C)C)C(C)C>C(Cl)Cl.N1C=CC=CC=1.CN(C=O)C>[CH2:44]([S:41]([N:38]1[CH2:39][CH2:40][CH:35]([C:26]2[C:25]3[C:29](=[C:30]([C:32]([NH2:34])=[O:33])[CH:31]=[C:23]([C:19]4[CH:20]=[CH:21][CH:22]=[C:17]([CH2:16][NH:15][C:6]([CH:3]5[CH2:4][CH2:5][O:1][CH2:2]5)=[O:8])[CH:18]=4)[CH:24]=3)[NH:28][CH:27]=2)[CH2:36][CH2:37]1)(=[O:43])=[O:42])[CH3:45]

参加物

8

反応物 4

HCID 65578Oxalyl chlorideHCID 81531DiisopropylethylamineHCID 4661317(R)-Tetrahydro-3-furoic acidHCID 16038109HCID 16038109、化合物

生成物 1

HCID 57732770HCID 57732770、化合物収率 10.2%

試薬・触媒・溶媒 3

HCID 1049Pyridine触媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of tetrahydro-3-furancarboxylic acid (17 mg, 0.144 mmol) in DCM (2.0 mL) was added pyridine (3 drops) and oxalyl chloride (18 mg, 0.144 mmol). Reaction mixture was stirred overnight at room temperature. To the mixture was then added 5-[3-(aminomethyl)phenyl]-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (40 mg, 0.096 mmol) in DMF (1.0 mL) and DIEA (33 μL, 0.192 mmol). Reaction mixture was stirred at room temperature overnight. Reaction mixture was concentrated under nitrogen and purified by Gilson Preparatory HPLC to give 5.3 mg the title compound (10%).

後処理

  1. customReaction mixture
  2. customReaction mixture
  3. stirringwas stirred at room temperature overnight
  4. customReaction mixture
  5. concentrationwas concentrated under nitrogen
  6. custompurified by Gilson Preparatory HPLC

出典と根拠

ORDレコード
ord-fcd342de0dea4c0e97c422e62a3e0ef2
出典データセット
uspto-grants-2013_01
特許番号
US08354406B2

反応ノート

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