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Hydrochloric Acid → Methyl 4'-[[3-butyl-4-quinolinyl]-methyl](1,1'-biphenyl)-2-carboxylate

HRID 612436
ノート
印刷プレビュー

反応式

HRID 612436 の反応式
BrC[C:3]1[CH:4]=[C:5]([C:15]([O:17][CH3:18])=[O:16])[C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1.[CH2:19]([C:23]1[CH:24]=[N:25][C:26]2[C:31]([C:32]=1Cl)=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:20][CH2:21][CH3:22].Cl.O1CCC[CH2:36]1>[Zn].[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH2:19]([C:23]1[CH:24]=[N:25][C:26]2[C:31]([C:32]=1[CH2:36][C:12]1[CH:13]=[CH:14][C:9]([C:6]3[C:5]([C:15]([O:17][CH3:18])=[O:16])=[CH:4][CH:3]=[CH:8][CH:7]=3)=[CH:10][CH:11]=1)=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:20][CH2:21][CH3:22]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 19595328Methyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylateHCID 195953523-Butyl-4-chloro quinoline

生成物 1

HCID 19595364Methyl 4'-[[3-butyl-4-quinolinyl]-methyl](1,1'-biphenyl)-2-carboxylate

試薬・触媒・溶媒 2

HCID 23994
Zinc
触媒
HCID 11979704Tetrakis(triphenylphosphine)palladium触媒

実験手順

475 mg of electrolytic zinc, 275 mg of tetrakis (triphenylphosphine) palladium, 2.08 g of methyl 4-(bromomethyl)-1,1-biphenyl -2-carboxylate (prepared in EP 0,025,331)) were introduced into 13 ml of tetrahydrofuran. 503 mg of 3-butyl-4-chloro quinoline of Step F were introduced and the mixture was stirred for 15 hours in an ultrasonic bath, allowing the temperature to rise to 65° C. 50 ml of 0.1N hydrochloric acid were added and extraction was carried out with ethyl acetate. The extracts were washed with a saturated solution of sodium chloride, dried and evaporated to dryness. After chromatography on silica (eluant: chloroform-hexane-ethyl acetate 100-100-10), 624 mg of the expected product were obtained.

後処理

  1. customto rise to 65° C
  2. extractionextraction
  3. washThe extracts were washed with a saturated solution of sodium chloride
  4. customdried
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-c846b5dc4ab54752a357bed6ad1ff2fd
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06004979

反応ノート

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