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1-Pyrrolidineethanamine → [4-(2-{(4-Bromo-3-methylphenyl)amino}-6-methoxy-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-n-(2-pyrrolidinylethyl)carboxamide

HRID 1790704
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HRID 1790704 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:13]([CH3:14])[C:12]3[CH:15]=[C:16]([O:29][CH3:30])[C:17]([O:19][C:20]4(C(O)=O)C=CC=CN4)=[CH:18][C:11]=3[N:10]=2)=[CH:4][C:3]=1[CH3:31].[N:32]1([CH2:37][CH2:38][NH2:39])[CH2:36][CH2:35][CH2:34][CH2:33]1.CN(C([O:47]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C([N:67]([CH2:71][CH3:72])[CH:68]([CH3:70])[CH3:69])(C)C>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:13]([CH3:14])[C:12]3[CH:15]=[C:16]([O:29][CH3:30])[C:17]([O:19][C:20]4[CH:72]=[CH:71][N:67]=[C:68]([C:69]([NH:39][CH2:38][CH2:37][N:32]5[CH2:36][CH2:35][CH2:34][CH2:33]5)=[O:47])[CH:70]=4)=[CH:18][C:11]=3[N:10]=2)=[CH:4][C:3]=1[CH3:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 13441-PyrrolidineethanamineHCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 865922142-{[4-Bromo-3-methylphenylamino)-6-methoxy-1-methylbenzimidazol-5-yloxy)pyridine-2-carboxylic acid

생성물 1

HCID 22040903
[4-(2-{(4-Bromo-3-methylphenyl)amino}-6-methoxy-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-n-(2-pyrrolidinylethyl)carboxamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 4-(2-{[4-bromo-3-methylpheylamino)-6-methoxy-1-methylbenzimidazol-5-yloxy)pyridine-2-carboxylic acid(1 eq) in tetrahydrofuran was added 2-pyrrolidinylethylamine (2 eq), HBTU (2 eq) and N,N-diisopropylethylamine (4 eq) and stir at ambient temperature for 16 h. The mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was concentrated and preparative chromatography yielded [4-(2-{(4-bromo-3-methylphenyl)amino}-6-methoxy-1-methylbenzimidazol-5-yloxy)(2-pyridyl)]-N-(2-pyrrolidinylethyl)carboxamide. MS: MH+=579.

후처리

  1. concentrationThe mixture was then concentrated
  2. custompartitioned between ethyl acetate and water
  3. concentrationThe organic layer was concentrated

출처 및 근거

ORD 기록
ord-6577e9885f96489091e1c86056a89b32
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07071216B2

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