Dimethylformamide → Trifluoroacetic acid
반응식
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[N:8][NH:9]2)=[C:5]([C:12]2[N:16]3[N:17]=[C:18]([C:21](O)=[O:22])[CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)[CH:4]=1.F[B-](F)(F)F.[N:31]1([O:40][C:41](N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[Cl-].[NH4+].CCN(CC)CC.CN(C=[O:61])C>>[C:41]([OH:40])([C:2]([F:25])([F:24])[F:1])=[O:61].[F:25][C:2]([F:24])([F:1])[C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[N:8][NH:9]2)=[C:5]([C:12]2[N:16]3[N:17]=[C:18]([C:21]([NH2:31])=[O:22])[CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)[CH:4]=1참가 물질
반응물 5
생성물 2
실험 절차
To 3-(6-(trifluoromethyl)-1H-indazol-4-yl)imidazo[1,2-b]pyridazine-6-carboxylic acid (0.036 g, 0.104 mmol) in DMF (3 mL) was added O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (0.028 g, 0.073 mmol), ammonium chloride (8.32 mg, 0.156 mmol), and Et3N (0.013 g, 0.124 mmol). The reaction mixture was stirred at room temperature overnight and was subsequently filtered and purified by preparative HPLC, eluting with a gradient of 25-50% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA) to give a TFA salt of the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.35-7.46 (m, 1H), 7.53 (t, J=7.58 Hz, 1H), 7.71 (d, J=8.59 Hz, 1H), 7.82 (dd, J=18.32, 9.47 Hz, 1H), 7.95-8.05 (m, 2H), 8.40 (t, J=9.35 Hz, 1H), 8.50 (br s, 1H), 8.57-8.66 (m, 1H), 8.70 (s, 1H); ESI-MS m/z [M+H]+ calc'd for C15H9F3N6O, 347.1. found 347.2.
후처리
- filtrationwas subsequently filtered
- custompurified by preparative HPLC
- washeluting with a gradient of 25-50% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA)
출처 및 근거
- ORD 기록
- ord-2b74a432e6084df582e038350dce3192
- 출처 데이터셋
- uspto-grants-2016_09
- 특허 번호
- US09434743B2
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