Dimethylformamide → HCID 136658267, 화합물

HRID 1695031노트

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HRID 1695031 반응식
[F:1][C:2]1[CH:3]=[C:4]2C(=[CH:9][CH:10]=1)NC(=O)[C:5]2=[N:12][N:13]=CC1(C)CC(C)(C(O)=O)CN1.Cl.C(N=C=NCCCN(C)C)C.[OH:37][C:38]1C2N=NNC=2[CH:41]=[CH:40][CH:39]=1.C([N:49]([CH2:52][CH3:53])[CH2:50][CH3:51])C.[NH2:54][C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][C:56]=1[NH:61][C:62](=[O:73])[C:63]1[CH:68]=[CH:67][C:66]([NH:69][CH2:70][CH2:71][NH2:72])=[N:65][CH:64]=1.[CH3:74][N:75]([CH:77]=[O:78])C>[Cl-].[Na+].O>[NH2:54][C:55]1[CH:60]=[CH:59][CH:58]=[CH:57][C:56]=1[NH:61][C:62](=[O:73])[C:63]1[CH:68]=[CH:67][C:66]([NH:69][CH2:70][CH2:71][NH:72][C:38]([C:39]2[C:40]([CH3:41])=[C:52]([CH:53]=[N:13][N:12]=[C:5]3[C:4]4[C:74](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=4)[NH:75][C:77]3=[O:78])[NH:49][C:50]=2[CH3:51])=[O:37])=[N:65][CH:64]=1

참가 물질

8

반응물 6

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57993739N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamideHCID 1372525122-(((5-Fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acidHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 136658267HCID 136658267, 화합물수율 73%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

2-(((5-Fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)-2,4-dimethyl-1H-pyrrole-4-carboxylic acid (328 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and N-(2-aminophenyl)-6-(2-aminoethylamino)nicotinamide (284 mg, 1.05 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (425 mg, 73%) as a red solid. 1H NMR (DMSO-d6)δ2.35 (s, 3H, pyrrole-CH3), 2.44 (s, 3H, pyrrole-CH3), 3.42 (m, 2H, CH2), 3.48 (m, 2H, CH2), 4.85 (s, 2H, benzene-NH2), 6.56 (m, 2H), 6.76 (d, J=8.0 Hz, 1H), 6.85 (m, 1H), 6.92 (m, 1H), 7.12 (d, J=8.0 Hz, 1H), 7.20˜7.25 (m, 2H), 7.71 (s, 1H), 7.93 (d, J=8.0 Hz, 1H), 8.33 (d, J=8.0 Hz, 1H), 8.64 (s, 2H), 9.38 (s, 1H, benzene-NH), 10.73 (s, 1H, indolinone-NH), 11.84 (s, 1H, pyrrole-NH). LC-MS (m/z) 582 (M+1).

후처리

  1. additionwere added
  2. filtrationThe solids were collected by vacuum filtration
  3. washwashed with water
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-c4601e72b17e4d3bb67dd5042f6fb960
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158656B2

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