Triphenylphosphine → Tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate

HRID 2079620ノート

反応式

HRID 2079620 の反応式
CCOC(/N=N/C(OCC)=O)=O.[Br:13][C:14]1[C:23]([OH:24])=[C:22]2[C:17]([CH:18]=[N:19][C:20]([Cl:25])=[N:21]2)=[CH:16][CH:15]=1.O[CH:27]1[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[Br:13][C:14]1[C:23]([O:24][CH:27]2[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]2)=[C:22]2[C:17]([CH:18]=[N:19][C:20]([Cl:25])=[N:21]2)=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 5462977Diethyl azodicarboxylateHCID 591992277-Bromo-2-chloroquinazolin-8-ol

生成物 1

HCID 59199246Tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate収率 80%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of DEAD (404 mg, 2.32 mmole) in THF (0.5 mL) was added to a solution of 7-bromo-2-chloroquinazolin-8-ol (400 mg, 1.54 mmole), tert-butyl 4-hydroxypiperidine-1-carboxylate (621 mg, 3.09 mmole) and PPh3 (610 mg, 2.32 mmole) in THF (5.5 mL) at RT. After 1.5 hours, silica gel was added to the reaction which was evaporated to dryness and loaded onto a flash column. The product was eluted with 25% EtOAc/hexane to give tert-butyl 4-(7-bromo-2-chloroquinazolin-8-yloxy)piperidine-1-carboxylate in 80% yield (545 mg, 1.23 mmole).

後処理

  1. additionsilica gel was added to the reaction which
  2. customwas evaporated to dryness
  3. washThe product was eluted with 25% EtOAc/hexane

出典と根拠

ORDレコード
ord-8756415a21a742d1bd0526ede76d7254
出典データセット
uspto-grants-2011_04
特許番号
US07932262B2

反応ノート

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