Hydrochloric Acid → HCID 178509613, 화합물

HRID 526461

반응식

HRID 526461 반응식
[CH:1]1[CH:2]=[CH:3][C:4]2N(O)N=[N:7][C:5]=2C=1.CCN=C=NCCCN(C)C.[C:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[N:32][N:33]([C:36]3[CH:44]=[CH:43][C:39]([C:40]([OH:42])=O)=[CH:38][N:37]=3)[C:34]=2[OH:35])=[CH:26][CH:25]=1)#[N:23].CCN(C(C)C)C(C)C.C1(CCN)CC1.Cl>CN(C=O)C.CO.O>[C:22]([C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[N:32][N:33]([C:36]3[CH:44]=[CH:43][C:39]([C:40]([NH:7][CH2:5][CH2:4][CH:3]4[CH2:2][CH2:1]4)=[O:42])=[CH:38][N:37]=3)[C:34]=2[OH:35])=[CH:26][CH:25]=1)#[N:23]

참가 물질

10

반응물 6

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 10240761CyclopropaneethanamineHCID 178509615HCID 178509615, 화합물

생성물 1

HCID 178509613HCID 178509613, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Combined HOBT (66.2 mg, 0.490 mmol) and EDCI (94 mg, 0.490 mmol), a solution 6-(4-(4-cyanophenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid (100 mg, 0.327 mmol, in DMF (1 mL)) and Hunig's base (169 mg, 1.306 mmol) in DMF (1 mL). Then 2-cyclopropylethanamine (41.7 mg, 0.490 mmol) was added and the reaction was stirred at ambient temperature for 14 h. The reaction mixture was diluted with MeOH (2 mL) and water (3 mL) and acidified to pH 4 using 1 N HCl to give a solid which were collected by filtration and recrystallized from MeOH to give the title compound as a solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.01-0.14 (m, 2H) 0.35-0.49 (m, 2H) 0.68-0.81 (m, 1H) 1.46 (q, J=7.07 Hz, 2H) 3.27-3.43 (m, 2H) 7.79 (d, J=8.59 Hz, 2H) 8.14 (d, J=6.32 Hz, 2H) 8.34-8.79 (m, 4H) 8.85-8.97 (m, 1H) 13.53 (br. s., 1H). MS m/z [M+H]+ 374.2.

후처리

  1. customto give a solid which
  2. filtrationwere collected by filtration
  3. customrecrystallized from MeOH

출처 및 근거

ORD 기록
ord-be6b6c9d97b242b09f0364323edfe295
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345713B2

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