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Boron tribromide → HCID 178508262, 화합물

HRID 1452766
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HRID 1452766 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:16]3[S:15][C:14]([NH2:17])=[N:13][C:12]=3[NH:11][N:10]=2)=[CH:5][CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:16]3[S:15][C:14]([NH2:17])=[N:13][C:12]=3[NH:11][N:10]=2)=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 178489152HCID 178489152, 화합물

생성물 1

HCID 178508262HCID 178508262, 화합물수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirring suspension of 3-(4-methoxyphenyl)-1H-pyrazolo[3,4-d]thiazol-5-ylamine (100 mg, 0.41 mmol) in CH2Cl2 (2 mL) at −78° C. was added a 1 M solution of BBr3 in CH2Cl2 (2.1 mL, 2.1 mmol) dropwise. The reaction mixture was slowly warmed up to room temperature overnight, then it was quenched with water, and the reaction mixture was neutralized to pH 6 with 1 N aqueous NaOH. The resulting precipitate was filtered, washed with water, and dried in vacuo to afford 70 mg (74% yield) of 3-(4-hydroxyphenyl)-1H-pyrazolo[3,4-d]thiazol-5-ylamine as an off-white solid. 1H-NMR (d6-DMSO) δ: 9.8 (broad s, 1H), 7.57 (broad s, 2H), 7.42 (d, 2H), 6.85 (d, 2H); HPLC/MS m/z: 233.0 [MH]+.

후처리

  1. customit was quenched with water
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-211fbf0fc2e9449884d821d939320b54
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07473783B2

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