Triethylamine → HCID 86691633, 화합물

HRID 624323노트

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HRID 624323 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([C:25]4[CH:26]=[CH:27][C:28]([O:34][CH3:35])=[C:29]([CH:33]=4)[C:30]([OH:32])=O)=[CH:18][C:11]=3[C:12]=2[C:13]2[NH:14][CH:15]=[CH:16][N:17]=2)=[CH:4][CH:3]=1.Cl.[N:37]1[CH:42]=[CH:41][CH:40]=[N:39][C:38]=1[C:43]1([NH2:46])[CH2:45][CH2:44]1.C(N(CC)CC)C.CN([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[C:19]([C:25]4[CH:26]=[CH:27][C:28]([O:34][CH3:35])=[C:29]([CH:33]=4)[C:30]([NH:46][C:43]4([C:38]5[N:39]=[CH:40][CH:41]=[CH:42][N:37]=5)[CH2:45][CH2:44]4)=[O:32])=[CH:18][C:11]=3[C:12]=2[C:13]2[NH:14][CH:15]=[CH:16][N:17]=2)=[CH:6][CH:7]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 569656581-(Pyrimidin-2-yl)cyclopropan-1-amine hydrochlorideHCID 86691632HCID 86691632, 화합물

생성물 1

HCID 86691633HCID 86691633, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

To a mixture of 5-(2-(4-fluorophenyl)-3-(1H-imidazol-2-yl)-6-nitrobenzofuran-5-yl)-2-methoxybenzoic acid (300 mg, 0.634 mmol) and 1-(pyrimidin-2-yl)cyclopropanamine hydrochloride (131 mg, 0.760 mmol) in DMF (15 mL) at room temperature under a nitrogen atmosphere was added triethylamine (TEA) (0.442 mL, 3.17 mmol). The mixture was cooled to 0° C. and added with BOP reagent (420 mg, 0.951 mmol). The reaction mixture was then stirred at rt overnight, and then diluted with water. The solid was filtered and dried under suction to obtain the title compound as a light yellow solid. Yield: 350 mg (94%). 1H NMR (400 MHz, DMSO-d6) δ ppm: 12.52 (br. s, 1H) 8.93 (s, 1H) 8.70 (s, 2 H) 8.49 (s, 1H) 8.00-8.14 (m, 2H) 7.88 (d, J=2.51 Hz, 1H) 7.74 (s, 1H) 7.52 (dd, J=8.53, 2.51 Hz, 1H) 7.34-7.43 (m, 4H) 7.20 (s, 1H) 3.89 (s, 3H) 1.54-1.68 (m, 2H) 1.36-1.49 (m, 2H). LCMS: (ES+) m/z=591.39 (M+H)+; Column—ACQUITY UPLC BEH C8 (50×2.1 mm; 1.7 μm); Mphase A: 5 mM Ammonium Acetate:MeCN (95:5); Mphase B: 5 mM Ammonium Acetate: MeCN (5:95)

후처리

  1. filtrationThe solid was filtered
  2. customdried under suction

출처 및 근거

ORD 기록
ord-8d85b902effa44099271ec585aa35e3d
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09303020B2

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