Diisopropylethylamine → Cyclohexyl 2-{1-[(2,5-dibromophenyl)acetyl]piperidin-4-yl}-1,3-thiazole-4-carboxylate

HRID 1888097노트

반응식

HRID 1888097 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9][C:10]([OH:12])=O.CCN(C(C)C)C(C)C.[Cl-].[CH:23]1([O:29][C:30]([C:32]2[N:33]=[C:34]([CH:37]3[CH2:42][CH2:41][NH2+:40][CH2:39][CH2:38]3)[S:35][CH:36]=2)=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.F[P-](F)(F)(F)(F)F.Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1>ClCCl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9][C:10]([N:40]1[CH2:39][CH2:38][CH:37]([C:34]2[S:35][CH:36]=[C:32]([C:30]([O:29][CH:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)=[O:31])[N:33]=2)[CH2:42][CH2:41]1)=[O:12]

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 42631952,5-Dibromophenylacetic acidHCID 669115194-{4-[(Cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride

생성물 1

HCID 52920338Cyclohexyl 2-{1-[(2,5-dibromophenyl)acetyl]piperidin-4-yl}-1,3-thiazole-4-carboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(2,5-Dibromophenyl)acetic acid (323 mg) and Hünig base (323 mg) are dissolved in dichloromethane (10 ml) and stirred at room temperature for 30 min. 4-{4-[(Cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride (VII-1, 330 mg) is added, and the mixture is stirred for a further 5 min before bromotrispyrrolidinophosphonium hexafluorophosphate (559 mg) is added. The reaction mixture is stirred at room temperature overnight. After removal of the solvent under reduced pressure, the residue is purified chromatographically. This gives cyclohexyl 2-{1-[(2,5-dibromophenyl)acetyl]piperidin-4-yl}-1,3-thiazole-4-carboxylate (250 mg, 43%).

후처리

  1. additionis added
  2. stirringThe reaction mixture is stirred at room temperature overnight
  3. customAfter removal of the solvent under reduced pressure
  4. customthe residue is purified chromatographically

출처 및 근거

ORD 기록
ord-01a92190da0e45a59a7173a5b24b9d34
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501781B2

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