Triethylamine → HCID 178436584, 화합물

HRID 1524874

반응식

HRID 1524874 반응식
Br[C:2]1[CH:11]=[CH:10][C:5]([C:6](OC)=[O:7])=[C:4](Cl)[CH:3]=1.[CH3:13][N:14]([P+](ON1N=NC2C=CC=CC1=2)(N(C)C)N(C)C)C.F[P-](F)(F)(F)(F)F.[CH2:40](N(CC)CC)[CH3:41].[NH2:47][C@H:48]([C:56]1[NH:57][CH:58]=[C:59]([C:61]2[CH:69]=[CH:68][C:64]([C:65]([NH2:67])=[O:66])=[CH:63][CH:62]=2)[N:60]=1)[CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>C1COCC1>[C:65]([C:64]1[CH:63]=[CH:62][C:61]([C:59]2[N:60]=[C:56]([C@@H:48]([NH:47][C:6](=[O:7])[C:5]3[CH:10]=[CH:11][C:2]([C:13]#[N:14])=[CH:3][C:4]=3[CH2:40][CH3:41])[CH2:49][C:50]3[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=3)[NH:57][CH:58]=2)=[CH:69][CH:68]=1)(=[O:66])[NH2:67]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 22058730Methyl 4-Bromo-2-chlorobenzoateHCID 178513610HCID 178513610, 화합물

생성물 1

HCID 178436584HCID 178436584, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

The product from Example 143 Part D (90 mg, 0.51 mmol), Bop reagent (265 mg, 0.61 mmol), and triethylamine (0.42 mL, 1.5 mmol) were added together with 5 mL of THF. The mixture was stirred at RT under N2 for 15 minutes and (S)-4-(2-(1-amino-2-phenylethyl)-1H-imidazol-4-yl)benzamide prepared using the methods described in Examples 2 and 28 (365 mg, 0.51 mg) was added. The resulting mixture was heated at 75° C. for 70 minutes. The THF was removed, and the residue was dissolved in EtOAc. It was washed with waster and brine, dried over MgSO4, concentrated, and purified by flash chromatography (silica, EtOAc/hexane) to give 80 mg of the desired product. MS: 464.4 (M+1)+.

후처리

  1. additionwas added
  2. temperatureThe resulting mixture was heated at 75° C. for 70 minutes
  3. customThe THF was removed
  4. dissolutionthe residue was dissolved in EtOAc
  5. washIt was washed with waster and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. custompurified by flash chromatography (silica, EtOAc/hexane)

출처 및 근거

ORD 기록
ord-1378d686c97e4a38a6072b4f9bb76225
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079860B2

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