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Diisopropylethylamine → N-(4-Benzyloxy-phenyl)-2-methanesulfonyl-acetamide

HRID 1474500
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HRID 1474500 반응식
Cl.[CH2:2]([O:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:17][S:18]([CH2:21][C:22](O)=[O:23])(=[O:20])=[O:19].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[CH2:2]([O:9][C:10]1[CH:11]=[CH:12][C:13]([NH:14][C:22](=[O:23])[CH2:21][S:18]([CH3:17])(=[O:20])=[O:19])=[CH:15][CH:16]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 27238314-Benzyloxyaniline hydrochlorideHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 37328412-Methanesulfonylacetic acid

생성물 1

HCID 68481090N-(4-Benzyloxy-phenyl)-2-methanesulfonyl-acetamide

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-benzyloxyaniline hydrochloride (4.0 g, 17.0 mmol), methanesulfonylacetic acid (2.35 g, 17.0 mmol) and HBTU (6.89 g, 18.2 mmol) in DMF (70 mL) was stirred at ambient temperature one minute. DIEA (6.5 mL, 37.2 mmol) was added all at once, and the resultant solution was stirred at ambient temperature. The solution was poured into water, and the product crystallized. The product, 5.4 g (99%), was collected by filtration and was used without any further purification in the subsequent reaction. MS m/z 320 (MH+). 1H NMR(DMSO-d6) δ 3.17 (s, 3H), 4.25 (s, 2H), 5.07 (s, 2H), 7.00 (d, 2H), 7.32-7.55 (m, 7H) and 10.32 (s, 1H).

후처리

  1. customthe product crystallized
  2. filtrationThe product, 5.4 g (99%), was collected by filtration
  3. customwas used without any further purification in the subsequent reaction

출처 및 근거

ORD 기록
ord-f7bfbbfc9e53429bb2f35f455e54bbc7
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09018241B2

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