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(Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester → (Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methylamine

HRID 69269
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인쇄 미리보기

반응식

HRID 69269 반응식
C(O[C:6](=O)[N:7]([CH:9]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[CH:16][C:17]3[N:18]([C:20]([CH2:23][C:24]4[CH:25]=[C:26]5[C:31](=[CH:32][C:33]=4[F:34])[N:30]=[CH:29][CH:28]=[CH:27]5)=[CH:21][N:22]=3)[N:19]=2)[CH2:10]1)C)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:34][C:33]1[CH:32]=[C:31]2[C:26]([CH:27]=[CH:28][CH:29]=[N:30]2)=[CH:25][C:24]=1[CH2:23][C:20]1[N:18]2[N:19]=[C:14]([N:11]3[CH2:12][CH2:13][CH:9]([NH:7][CH3:6])[CH2:10]3)[CH:15]=[CH:16][C:17]2=[N:22][CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 68630829(Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester

생성물 1

HCID 57917262(Rac)-{1-[3-(7-fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methylamine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

(rac)-{1-[3-(7-Fluoro-quinolin-6-ylmethyl)-imidazo[1,2-b]pyridazin-6-yl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester (Stage 260.1, 179 mg, 0.376 mmol) was dissolved in DCM (7.5 mL) and TFA (3 mL). The RM was stirred at rt for 1 h. A basic work up (1 M Na2CO3) followed by a crystallization in Et2O afforded the title compound as white crystals (tR 2.28 min (conditions 13), MH+=377, 1H-NMR in DMSO-d6: 8.83 (m, 1H); 8.30 (d, 1H); 7.93 (d, 1H); 7.75 (m, 2H); 7.48 (dd, 1H); 7.35 (s, 1H); 6.74 (d, 1H); 4.37 (s, 2H); 3.52-3.35 (m, 3H); 3.23-3.17 (m, 2H); 2.27 (s, 3H); 2.07 (m, 1H); 1.86 (bs, 1H); 1.80 (m, 1H)).

후처리

  1. customA basic work up (1 M Na2CO3) followed by a crystallization in Et2O

출처 및 근거

ORD 기록
ord-392ade4551044cd8bf9a8a658e925891
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822468B2

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