Trifluoroacetic acid → 5-(2-Benzyl-2H-indazol-6-yl)-7-pyrrolidin-3-ylmethyl-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine

HRID 1972891노트

반응식

HRID 1972891 반응식
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[N:22]3[C:17]([C:18]([NH2:23])=[N:19][CH:20]=[N:21]3)=[C:16]([C:24]3[CH:25]=[CH:26][C:27]4[C:31]([CH:32]=3)=[N:30][N:29]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH:28]=4)[CH:15]=2)[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH2:33]([N:29]1[CH:28]=[C:27]2[C:31]([CH:32]=[C:24]([C:16]3[CH:15]=[C:14]([CH2:13][CH:10]4[CH2:11][CH2:12][NH:8][CH2:9]4)[N:22]4[C:17]=3[C:18]([NH2:23])=[N:19][CH:20]=[N:21]4)[CH:25]=[CH:26]2)=[N:30]1)[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 585297003-[4-Amino-5-(2-benzyl-2H-indazol-6-yl)-pyrrolo[2,1-f][1,2,4]triazin-7-ylmethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 585294185-(2-Benzyl-2H-indazol-6-yl)-7-pyrrolidin-3-ylmethyl-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine수율 31.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The product from Step 4 (0.10 g, 0.19 mmol) was dissolved in dichloromethane (3 mL) and TFA (0.14 mL, 1.95 mmol) was added. The mixture was stirred for 18 hours and concentrated. The residue was purified by preparative HPLC using 10-90% gradient of acetonitrile/water to provide 25 mg (31%) of the title compound. 1H-NMR (CD3OD-d4) 8.30-8.35 (m, 1H), 7.85-7.80 (m, 2 H), 7.67-7.64 (m, 1H), 7.40-7.22 (m, 5 H), 7.24 (dd, 1 H), 6.64 (s, 1 H), 5.67 (s, 2 H), 3.17-2.94 (m, 3 H), 2.77-2.68 (m, 2 H), 2.08-1.98 (m, 1 H), 1.70-1.59 (m, 1 H); LC-MS [M+H]+=424.2, RT=2.03 min.

후처리

  1. concentrationconcentrated
  2. customThe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-a5805f77a21e4b8abb3470cda92ed8b8
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08431695B2

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