Trifluoroacetic acid → HCID 57991938, 화합물

HRID 2075336노트

반응식

HRID 2075336 반응식
[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]2[S:8][C:9]([C:11]3[S:15][C:14]([NH:16][CH2:17][C@@H:18]([NH:30]C(=O)OC(C)(C)C)[CH2:19][C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=4)=[N:13][N:12]=3)=[CH:10][C:3]=12.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:30][C@@H:18]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:27])([F:29])[F:28])[CH:21]=1)[CH2:17][NH:16][C:14]1[S:15][C:11]([C:9]2[S:8][C:4]3=[CH:5][N:6]=[CH:7][C:2]([Cl:1])=[C:3]3[CH:10]=2)=[N:12][N:13]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86636673HCID 86636673, 화합물

생성물 1

HCID 57991938HCID 57991938, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl (S)-1-(5-(4-chlorothieno[2,3-c]pyridin-2-yl)-1,3,4-thiadiazol-2-ylamino)-3-(3-(trifluoromethyl)phenyl)propan-2-ylcarbamate (0.070 g, 0.12 mmol) was treated with 1 mL TFA in 1 mL DCM for 30 minutes. After removing the solvent, the residue was mixed with 10 mL 2M ammonia in MeOH. The solvent was removed again and the remaining residue was subjected to a silica gel flash chromatography separation using 3.5% 2M ammonia MeOH solution in DCM as the eluant. An-off white solid was obtained as the pure product (0.03 g, y=52%). LCMS (API-ES) m/z (%): 470.1 (100%, M++H); 1H NMR (300 MHz, CDCL3) δ ppm 1.48-1.82 (b, 3H) 2.72 (dd, J=13.56, 8.48 Hz, 1H) 3.00 (dd, J=13.66, 4.99 Hz, 1H) 3.26-3.35 (m, 1H) 3.40-3.50 (m, 1H) 3.61 (dd, J=12.72, 3.67 Hz, 1H) 7.41-7.56 (m, 6H) 8.46 (s, 1H) 8.95 (s, 1H).

후처리

  1. customAfter removing the solvent
  2. additionthe residue was mixed with 10 mL 2M ammonia in MeOH
  3. customThe solvent was removed again
  4. customthe remaining residue was subjected to a silica gel flash chromatography separation
  5. customAn-off white solid was obtained as the pure product (0.03 g, y=52%)

출처 및 근거

ORD 기록
ord-b710a2858cf74f9aa1f9f996ba0051d6
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919504B2

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