Cesium carbonate → Tert-butyl 3-(6-nitropyridin-3-yloxy)phenylcarbamate

HRID 1874362

反応式

HRID 1874362 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:6][CH:7]=1.Br[C:17]1[CH:18]=[CH:19][C:20]([N+:23]([O-:25])=[O:24])=[N:21][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[N+:23]([C:20]1[N:21]=[CH:22][C:17]([O:1][C:2]2[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=[CH:6][CH:7]=2)=[CH:18][CH:19]=1)([O-:25])=[O:24]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 312485tert-butyl N-(3-hydroxyphenyl)carbamateHCID 8176205-Bromo-2-nitropyridine

生成物 1

HCID 57749209Tert-butyl 3-(6-nitropyridin-3-yloxy)phenylcarbamate収率 66.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In the same manner as in Reference Example 33 and using tert-butyl (3-hydroxyphenyl)carbamate (18.9 g, 90.3 mmol), 5-bromo-2-nitropyridine (15.3 g, 75.3 mmol), cesium carbonate (36.9 g, 113 mmol) and N,N-dimethylformamide (150 mL) as starting materials, the title compound (16.5 g, 66%) was obtained as a yellow oil.

出典と根拠

ORDレコード
ord-9076c05ac0334cb590fecdb3047852eb
出典データセット
uspto-grants-2012_11
特許番号
US08304557B2

関連ノート

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