Trifluoroacetic acid → Trifluoroacetic acid

HRID 408494노트

반응식

HRID 408494 반응식
C(OC(=O)[NH:7][C:8]1[S:9][C:10]([CH:13](O)[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][CH3:22])=[CH:11][N:12]=1)(C)(C)C.C([SiH](CC)CC)C.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[CH3:22][O:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][CH2:13][C:10]1[S:9][C:8]([NH2:7])=[N:12][CH:11]=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 58609916{5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester

생성물 2

HCID 6422Trifluoroacetic acid수율 42%HCID 867128295-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of {5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester (28 g, 0.080 mol), triethylsilane (130 g, 1.12 mol) and trifluoroacetic acid (250 g, 2.24 mol) in dichloromethane (500 mL) was stirred at room temperature for 15 hours. The mixture was evaporated to dryness and then stirred in water. The solid was filtered and washed with ether to give 5-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamine as a trifluoracetic acid salt (11 g, 0.033 mol, yield 42%). ESI-MS m/z cacl. 234.08. found 235.16 (M+1)+ 1H NMR (CDCl3) δ 8.81 (br, 2H), 7.20 (t, 1H), 7.12 (d, 1H), 6.95 (m, 2H), 6.85 (t, 1H), 3.76 (s, 3H), 2.83 (d, 2H), 2.80 (d, 2H).

후처리

  1. customThe mixture was evaporated to dryness
  2. stirringstirred in water
  3. filtrationThe solid was filtered
  4. washwashed with ether

출처 및 근거

ORD 기록
ord-2e5b832b264c43ff8e8bfb454de3c6a7
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759335B2

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