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Nitrogen → Methanesulfonic acid 4-(2-methyl-[1,3]dioxolan-2-yl)thiazol-2-ylmethyl ester

HRID 2065040
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HRID 2065040 반응식
N#N.[CH3:3][C:4]1([C:9]2[N:10]=[C:11]([CH2:14][OH:15])[S:12][CH:13]=2)[O:8][CH2:7][CH2:6][O:5]1.CCN(CC)CC.[S:23](Cl)([CH3:26])(=[O:25])=[O:24]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:3][C:4]1([C:9]2[N:10]=[C:11]([CH2:14][O:15][S:23]([CH3:26])(=[O:25])=[O:24])[S:12][CH:13]=2)[O:8][CH2:7][CH2:6][O:5]1
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7

반응물 4

HCID 947NitrogenHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66819916HCID 66819916, 화합물

생성물 1

HCID 86650891Methanesulfonic acid 4-(2-methyl-[1,3]dioxolan-2-yl)thiazol-2-ylmethyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of [4-(2-methyl-[1,3]dioxolan-2-yl)-thiazol-2-yl]-methanol (925 mg, 4.60 mmol) in dry CH2Cl2 (20 mL) was treated at 0° C. with Et3N (0.83 mL, 5.94 mmol) followed by DMAP (57 mg, 0.46 mmol) and Ms-Cl (0.46 mL, 5.80 mmol). After stirring at 0° C. for 1 h, the reaction was quenched with water (10 mL). The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (1:2 hept-EA) gave the title compound as a yellow oil. LC-MS-conditions 01: tR=0.73 min, [M+H]+=280.19.

후처리

  1. customthe reaction was quenched with water (10 mL)
  2. dry with materiallayer was dried over MgSO4
  3. filtrationfiltered
  4. customthe solvents were removed under reduced pressure
  5. customPurification of the residue by FC (1:2 hept-EA)

출처 및 근거

ORD 기록
ord-6f8839affc934862b55be3baa8de3312
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288419B2

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