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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (1aR,3aR,5S,7aR,15aS,Z)-5-(2-(4-ethynylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)-9-methyl-N-(1-methylcyclopropylsulfonyl)-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxamide

HRID 926013
ノート
印刷プレビュー

反応式

HRID 926013 の反応式
[C:1]([C:3]1[N:4]=[C:5]([C:8]2[CH:17]=[C:16]([O:18][C@H:19]3[CH2:43][CH2:42][C@H:22]4[C:23](=[O:41])[N:24]([CH3:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]5[CH2:36][C@@:32]5([C:37]([OH:39])=O)[NH:33][C:34](=[O:35])[C@@H:21]4[CH2:20]3)[C:15]3[C:10](=[C:11]([CH3:46])[C:12]([O:44][CH3:45])=[CH:13][CH:14]=3)[N:9]=2)[S:6][CH:7]=1)#[CH:2].[CH3:47]CN=C=NCCCN(C)C.C[NH:59][S:60]([CH:63]1[CH2:65][CH2:64]1)(=[O:62])=[O:61].C1CCN2C(=NCCC2)CC1>C(Cl)Cl>[C:1]([C:3]1[N:4]=[C:5]([C:8]2[CH:17]=[C:16]([O:18][C@H:19]3[CH2:43][CH2:42][C@H:22]4[C:23](=[O:41])[N:24]([CH3:40])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][C@@H:31]5[CH2:36][C@@:32]5([C:37]([NH:59][S:60]([C:63]5([CH3:47])[CH2:65][CH2:64]5)(=[O:62])=[O:61])=[O:39])[NH:33][C:34](=[O:35])[C@@H:21]4[CH2:20]3)[C:15]3[C:10](=[C:11]([CH3:46])[C:12]([O:44][CH3:45])=[CH:13][CH:14]=3)[N:9]=2)[S:6][CH:7]=1)#[CH:2]
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 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 15334537N-methylcyclopropanesulfonamideHCID 88050653(1aR,3aR,5S,7aR,15aS,Z)-5-(2-(4-ethynylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)-9-methyl-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxylic acid

生成物 1

HCID 88050651
(1aR,3aR,5S,7aR,15aS,Z)-5-(2-(4-ethynylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy)-9-methyl-N-(1-methylcyclopropylsulfonyl)-3,8-dioxo-1a,2,3,3a,4,5,6,7,7a,8,9,10,11,12,13,15a-hexadecahydro-1H-benzo[c]cyclopropa[g][1,6]diazacyclotetradecine-1a-carboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To compound 46 (0.00003 mmol) in DCM (2 mL) under nitrogen was added EDCI (0.000062 mmol). The reaction mixture was stirred at room temperature for 2 hrs. Methyl-cyclopropylsulfonamide (0.00012 mmol) and DBU (0.00012 mmol) were then added and the reaction was stirred at room temperature for 16 hrs. DCM was then added, the mixture was washed with water and brine. Solvent was evaporated and the crude material was purified by silica gel chromatography (DCM/MeOH) to yield compound 52 as a white solid. MS (ESI, EI+): m/z=760 (MH+).

後処理

  1. stirringthe reaction was stirred at room temperature for 16 hrs
  2. washthe mixture was washed with water and brine
  3. customSolvent was evaporated
  4. customthe crude material was purified by silica gel chromatography (DCM/MeOH)

出典と根拠

ORDレコード
ord-8f675c904444446990bdbe4c3ca96d1e
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09284307B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート