Hydrochloric Acid → 4-Chloro-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid

HRID 60257

反応式

HRID 60257 の反応式
C[O:2][C:3]([C:5]1[N:13]=[CH:12][C:11]2[NH:10][C:9]3[N:14]=[CH:15][CH:16]=[C:17]([Cl:18])[C:8]=3[C:7]=2[CH:6]=1)=[O:4].[OH-].[Li+].Cl>O1CCCC1.O>[Cl:18][C:17]1[C:8]2[C:7]3[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[N:13]=[CH:12][C:11]=3[NH:10][C:9]=2[N:14]=[CH:15][CH:16]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 583649684-Chloro-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid methyl ester

生成物 1

HCID 583650834-Chloro-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid収率 98%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

A mixture of 4-chloro-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid methyl ester (0.73 g, 2.8 mol) and lithium hydroxide (0.38 g, 9.0 mmol) in tetrahydrofuran (15 mL) and water (3 mL) was heated at 50° C. for 1.5 hours. The mixture was allowed to cool to ambient temperature, treated with hydrochloric acid (1M, 9 mL) and evaporated in-vacuo to afford a grey solid (0.68 g, 98%). LCMS (Method B): RT=2.98 min, M+H+=248. 1H NMR (400 MHz, DMSO-d6): 12.98 (s, 1H), 9.05 (d, J=1.0 Hz, 1H), 8.95 (d, J=1.0 Hz, 1H), 8.63 (d, J=5.3 Hz, 1H), 7.54 (d, J=5.3 Hz, 1H).

後処理

  1. temperatureto cool to ambient temperature
  2. customevaporated in-vacuo

出典と根拠

ORDレコード
ord-68314c3bc0f14cf7b38b9ab12b780a2a
出典データセット
uspto-grants-2016_09
特許番号
US09440976B2

関連ノート

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