Triethyl methanetricarboxylate → 2-hydroxy-4-oxo-7-(5-trifluoromethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-4H-9-thia-1,4a,7-triaza-fluorene-3-carboxylic acid ethyl ester

HRID 68937

反応式

HRID 68937 の反応式
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][C:12]3[N:15]=[C:16]([NH2:18])[S:17][C:11]=3[CH2:10]2)=[N:7][CH:8]=1.[CH:21]([C:32](OCC)=[O:33])([C:27](OCC)=[O:28])[C:22]([O:24][CH2:25][CH3:26])=[O:23]>C1(C)C(C)=CC=CC=1>[CH2:25]([O:24][C:22]([C:21]1[C:27](=[O:28])[N:15]2[C:16]([S:17][C:11]3[CH2:10][N:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:19])([F:1])[F:20])=[CH:8][N:7]=4)[CH2:14][CH2:13][C:12]=32)=[N:18][C:32]=1[OH:33])=[O:23])[CH3:26]

参加物

4

反応物 2

HCID 80471Triethyl methanetricarboxylateHCID 735550495-(5-(Trifluoromethyl)pyridin-2-yl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amine

生成物 1

HCID 1363377772-hydroxy-4-oxo-7-(5-trifluoromethyl-pyridin-2-yl)-5,6,7,8-tetrahydro-4H-9-thia-1,4a,7-triaza-fluorene-3-carboxylic acid ethyl ester収率 15.5%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

反応条件

温度
145 °C

実験手順

The mixture of 5-(5-trifluoromethyl-pyridin-2-yl)-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine (5.7 gm, 0.019 mol) and triethyl methantricarboxylate (16.1 ml, 0.076 mol) in xylene (100 ml) was heated at 140-150° C. for 6 hours. Xylene was evaporated and diethyl ether was then added and the suspension was stirred for 15 minutes. It was filtered and washed with ether. The crude solid was digested with dichloromethane (200 ml) and filtered to remove insoluble residue. Dichloromethane layer was distilled off under vacuum to give 1.3 gm of title compound.

後処理

  1. customXylene was evaporated
  2. additiondiethyl ether was then added
  3. filtrationIt was filtered
  4. washwashed with ether
  5. filtrationfiltered
  6. customto remove insoluble residue
  7. distillationDichloromethane layer was distilled off under vacuum

出典と根拠

ORDレコード
ord-6e1bf009e1fe450b9247887b89e521b1
出典データセット
uspto-grants-2014_09
特許番号
US08822484B2

関連ノート

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