Ethyl difluoroacetate → HCID 178452595、化合物

HRID 1509242ノート

反応式

HRID 1509242 の反応式
[F:1][CH:2]([F:8])[C:3](OCC)=[O:4].O.[NH2:10][NH2:11].[C:12]1([C:18]2[C:28]([C:29]3[CH:34]=[CH:33][C:32]([C:35]4([NH:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])[CH2:38][CH2:37][CH2:36]4)=[CH:31][CH:30]=3)=[N:27][C:21]3[O:22][CH2:23][C:24](=S)[NH:25][C:20]=3[CH:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C=O>[F:1][CH:2]([F:8])[C:3]([NH:10]/[N:11]=[C:24]1/[NH:25][C:20]2[CH:19]=[C:18]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:28]([C:29]3[CH:30]=[CH:31][C:32]([C:35]4([NH:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:43])[CH3:44])[CH2:36][CH2:37][CH2:38]4)=[CH:33][CH:34]=3)=[N:27][C:21]=2[O:22][CH2:23]/1)=[O:4]

参加物

5

反応物 3

HCID 9961Ethyl difluoroacetateHCID 24654Hydrazine hydrate (1:1)HCID 86683631Tert-butyl (1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate

生成物 1

HCID 178452595HCID 178452595、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

Ethyl 2,2-difluoroacetate (0.43 ml, 4.10 mmol) and hydrazine monohydrate were heated to 60° C. in N,N-dimethylformamide (1 ml) for 30 minutes to give a colourless solution. Tert-butyl (1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (100 mg, 0.205 mmol) was added to the previous solution at room temperature. The resulting mixture was heated to 70° C. for 20 hours. The reaction mixture was concentrated under reduced pressure and the crude material (100 mg, quantitative yield) was used for the next step without further purification. LCMS (Method D): RT=1.37 min, M+1=564.

後処理

  1. customto give a colourless solution
  2. concentrationThe reaction mixture was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-839d9fed66214882a34d64879d27ede4
出典データセット
uspto-grants-2015_12
特許番号
US09221838B2

反応ノート

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