Triethylamine → HCID 72335616, 화합물

HRID 2265940노트

반응식

HRID 2265940 반응식
Cl.[NH2:2][CH2:3][C:4]1[CH:9]=[C:8]([F:10])[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:6]([C:16]#[CH:17])[CH:5]=1.C(N(CC)CC)C.[N:25]1([C:31]2[N:36]=[CH:35][C:34]([CH:37]=[CH:38][C:39](O)=[O:40])=[CH:33][CH:32]=2)[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C[N+]1(C2N=C(OC)N=C(OC)N=2)CCOCC1.[Cl-]>C1COCC1.CCOC(C)=O>[C:16]([C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([F:10])[C:7]=1[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH2:3][NH:2][C:39](=[O:40])[CH:38]=[CH:37][C:34]1[CH:35]=[N:36][C:31]([N:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)=[CH:32][CH:33]=1)#[CH:17]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 68786509HCID 68786509, 화합물HCID 866255193-Ethynyl-5-fluoro-4-methansulfonylaminobenzylamine hydrochloride

생성물 1

HCID 72335616HCID 72335616, 화합물수율 24.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

N-(4-Aminomethyl-2-ethynyl-6-fluoro-phenyl)-methanesulfonamide HCl salt (20 mg, 0.072 mmol) was suspended in THF and treated with triethylamine (11 mg, 0.108 mmol) and then the resulting mixture was stirred for 10 mins. 3-(6-morpholin-4-yl-pyridin-3-yl)-acrylic acid (17 mg, 0.072 mmol) was added to the reaction mixture followed by DMTMM (22 mg, 0.08 mmol) after 10 mins. The resulting mixture was stirred overnight at ambient temperature and then diluted with EtOAc. The resulting solution was washed successively with water, sat'd NaHCO3 (×2), brine, and then dried over anh. Na2SO4, filtered and concentrated under reduced pressure. The crude residue was recrystallized (CH2Cl) to yield the title compound (8 mg, 24%).

후처리

  1. stirringThe resulting mixture was stirred overnight at ambient temperature
  2. washThe resulting solution was washed successively with water, sat'd NaHCO3 (×2), brine
  3. dry with materialdried over anh. Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe crude residue was recrystallized (CH2Cl)

출처 및 근거

ORD 기록
ord-37ade40ab5664276bbfad65af431c44c
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858621B2

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