Hydrochloric Acid → N-(4,4-Dimethyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-([1,7]naphthyridin-2-ylamino)-benzamide

HRID 969686ノート

反応式

HRID 969686 の反応式
C(OC([N:8]1[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21](=[O:39])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[NH:28][C:29]3[CH:38]=[CH:37][C:36]4[C:31](=[CH:32][N:33]=[CH:34][CH:35]=4)[N:30]=3)=[CH:13][CH:14]=2)[CH2:9]1)=O)(C)(C)C.Cl>CCOC(C)=O>[CH3:18][C:16]1([CH3:19])[C:15]2[C:10](=[CH:11][C:12]([NH:20][C:21](=[O:39])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[NH:28][C:29]3[CH:38]=[CH:37][C:36]4[C:31](=[CH:32][N:33]=[CH:34][CH:35]=4)[N:30]=3)=[CH:13][CH:14]=2)[CH2:9][NH:8][CH2:17]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 695112584,4-dimethyl-7-[2-([1,7]naphthyridin-2-ylamino)-benzoylamino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

生成物 1

HCID 59017471N-(4,4-Dimethyl-1,2,3,4-tetrahydro-isoquinolin-7-yl)-2-([1,7]naphthyridin-2-ylamino)-benzamide

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 4,4-dimethyl-7-[2-([1,7]naphthyridin-2-ylamino)-benzoylamino]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (Step B, 200 mg, 0.38 mmol) in EtOAC (2 mL) was added concentrated HCl in EtOAc (5 mL). The mixture was stirred for 5 h at RT under N2 atmosphere. The solid was filtered off and dissolved in water. The aqueous solution was basified to pH 11-14 using 5N NaOH. The solution was extracted with EtOAc, and the organic layer was dried over Na2SO4. The volatiles were removed under reduced pressure and the crude was purified with flash chromatography (SiO2, 5% MeOH/CH2Cl2) to obtain the desired compound as a white solid. MS (ES+): 424.0 (M+H)+. Calc'd for C26H25N5O-423.51.

後処理

  1. filtrationThe solid was filtered off
  2. dissolutiondissolved in water
  3. extractionThe solution was extracted with EtOAc
  4. dry with materialthe organic layer was dried over Na2SO4
  5. customThe volatiles were removed under reduced pressure
  6. customthe crude was purified with flash chromatography (SiO2, 5% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-a871bcfafb144190b43c04d5eb7726fc
出典データセット
uspto-grants-2007_12
特許番号
US07307088B2

反応ノート

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