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tert-butyl N-(4-methyl-1,3-thiazol-2-yl)carbamate → {5-[2-(1-Cyano-cyclopropyl)-pyridin-4-yl]-4-methyl-thiazol-2-yl}-carbamic acid tert-butyl ester

HRID 1516216
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HRID 1516216 반응식
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2([C:11]#[N:12])[CH2:10][CH2:9]2)[CH:3]=1.[C:13]([O:17][C:18](=[O:26])[NH:19][C:20]1[S:21][CH:22]=[C:23]([CH3:25])[N:24]=1)([CH3:16])([CH3:15])[CH3:14]>>[C:13]([O:17][C:18](=[O:26])[NH:19][C:20]1[S:21][C:22]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]([C:8]3([C:11]#[N:12])[CH2:10][CH2:9]3)[CH:3]=2)=[C:23]([CH3:25])[N:24]=1)([CH3:16])([CH3:15])[CH3:14]
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3

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HCID 45117839tert-butyl N-(4-methyl-1,3-thiazol-2-yl)carbamateHCID 574170931-(4-Bromopyridin-2-yl)cyclopropanecarbonitrile

생성물 1

HCID 59293730{5-[2-(1-Cyano-cyclopropyl)-pyridin-4-yl]-4-methyl-thiazol-2-yl}-carbamic acid tert-butyl ester

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온도
100 °C

실험 절차

The title compound is prepared in analogy to the procedure described in Step 1.3, but using 1-(4-bromo-pyridin-2-yl)-cyclopropanecarbonitrile (Step 18.3) and (4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (Step 18.4). The reaction mixture is stirred for 2 h at 100° C., quenched by dilution with EtOAc/H2O, and extracted with EtOAc. The crude product is purified by silica gel column chromatography (Hex/EtOAc, 1:1) to afford 122 mg of the title compound as a white solid: ESI-MS: 357.1 [M+H]+; tR=4.86 min (System 1); TLC: Rf=0.29 (Hex/EtOAc, 1:1).

후처리

  1. customThe title compound is prepared in analogy to the procedure
  2. customquenched by dilution with EtOAc/H2O
  3. extractionextracted with EtOAc
  4. customThe crude product is purified by silica gel column chromatography (Hex/EtOAc, 1:1)

출처 및 근거

ORD 기록
ord-54da108f15f547f795bb4ef36f09ce80
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08227462B2

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