Diisopropylethylamine → Arylaminoethyl amide deriv. 36

HRID 15275노트

반응식

HRID 15275 반응식
[CH2:1]([S:8][CH2:9][C@H:10]([NH:14][C:15]([N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)=[O:16])[C:11]([OH:13])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]([F:38])([F:37])[O:25][C:26]1[CH:31]=[CH:30][C:29]([NH:32][CH2:33][C@@H:34]([NH2:36])[CH3:35])=[CH:28][CH:27]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH2:1]([S:8][CH2:9][C@H:10]([NH:14][C:15]([N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)=[O:16])[C:11](=[O:13])[NH:36][C@@H:34]([CH3:35])[CH2:33][NH:32][C:29]1[CH:28]=[CH:27][C:26]([O:25][C:24]([F:23])([F:37])[F:38])=[CH:31][CH:30]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 542379343-Benzylsulfanyl-2-(R)-[(morpholine-4-carbonyl)-amino]-propionic acidHCID 59733160HCID 59733160, 화합물

생성물 1

HCID 11466845Arylaminoethyl amide deriv. 36수율 6.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-Benzylsulfanyl-2-(R)-[(morpholine-4-carbonyl)-amino]-propionic acid (182 mg, 0.56 mmol, 1.2 eq.), N1-(4-Trifluoromethoxy-phenyl)-(S)-propane-1,2-diamine from Scheme 1a (110 mg, 0.47 mmol, 1.0 eq.), and HATU (185 mg, 0.56 mmol, 1.2 eq.) were dissolved in CH2Cl2 (2 mL) at room temperature. DIPEA (245 μL, 1.41 mmol, 3.0 eq.) was added via syringe and the resulting mixture was monitored by LC/MS to completion. After the reaction was complete, the solvent was evaporated and directly purified by mass-directed HPLC and provided 22 mg (0.03 mmol, 5%) of a off-white solid (mono-TFA salt): HPLC-MS calcd. for C25H31F3N4O4S (M+H+) 541.2, found 541.3.

후처리

  1. customthe solvent was evaporated
  2. customdirectly purified by mass-directed HPLC

출처 및 근거

ORD 기록
ord-7cfe40e054834320aaab93144bd6f0bd
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732449B2

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