Triethylamine → HCID 72335616、化合物

HRID 2265940ノート

反応式

HRID 2265940 の反応式
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]

参加物

7

反応物 4

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

生成物 1

HCID 72335616HCID 72335616、化合物収率 24.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-37ade40ab5664276bbfad65af431c44c
出典データセット
uspto-grants-2010_12
特許番号
US07858621B2

反応ノート

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