Triethylamine → 8-Hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (4-diethylamino-phenyl)-amide

HRID 1243133노트

반응식

HRID 1243133 반응식
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH2:10][CH:9]([C:12]([OH:14])=O)[CH2:8][CH2:7]2.S(O)(O)(=O)=O.[CH2:20]([N:22]([CH2:30][CH3:31])[C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1)[CH3:21].CCN(CC)CC.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[CH2:30]([N:22]([CH2:20][CH3:21])[C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:12]([CH:9]2[CH2:8][CH2:7][C:6]3[C:11](=[C:2]([OH:1])[CH:3]=[CH:4][CH:5]=3)[CH2:10]2)=[O:14])=[CH:25][CH:24]=1)[CH3:31]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 80166N,N-Diethyl-p-phenylenediamine sulfateHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 219404338-Hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

생성물 1

HCID 443913428-Hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (4-diethylamino-phenyl)-amide수율 62%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

This phenol from Example 6A was dissolved in DMF (4.0 mL) and N,N-Diethyl-benzene-1,4-diamine sulfate (602 mg, 2.3 mmol), Et3N (707 mg, 7.0 mmol), and TBTU (738 mg, 2.3 mmol) were added at ambient temperature. The mixture was stirred overnight and purified by silica gel column chromatography to provide 8-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (4-diethylamino-phenyl)-amide (480 mg, 62%).

후처리

  1. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a4a07c33681b43c49a2f29681394d0f9
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115767B2

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