Triethylamine → tert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamate

HRID 1794595노트

반응식

HRID 1794595 반응식
[C:1]([O:5][C:6](=[O:33])[NH:7][CH2:8][CH2:9][CH2:10][NH:11][CH:12]([C:15]1[N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17](=[O:25])[C:18]2[C:23]([CH3:24])=[N:22][O:21][C:19]=2[N:20]=1)[CH2:13][CH3:14])([CH3:4])([CH3:3])[CH3:2].[C:34]1([CH3:43])[CH:39]=[CH:38][C:37]([C:40](Cl)=[O:41])=[CH:36][CH:35]=1.CCN(CC)CC>C(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:33])[NH:7][CH2:8][CH2:9][CH2:10][N:11]([CH:12]([C:15]1[N:16]([CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:17](=[O:25])[C:18]2[C:23]([CH3:24])=[N:22][O:21][C:19]=2[N:20]=1)[CH2:13][CH3:14])[C:40](=[O:41])[C:37]1[CH:38]=[CH:39][C:34]([CH3:43])=[CH:35][CH:36]=1)([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 134054-Methylbenzoyl ChlorideHCID 57587937tert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propylamino]propyl]carbamate

생성물 1

HCID 68827326tert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamate수율 95.1%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of the compound of Example 1 Step 5 (50 mg, 0.11 mmol) in CHCl3 (10 mL) was treated with 4-toluoyl chloride (16.9 mg, 0.11 mmol) followed by Et3N (11.1 mg, 0.11 mmol). The resulting mixture was stirred at room temperature for 18 h, then concentrated under vacuum. The crude product was purified by preparative reverse-phase HPLC on a YMC S5 ODS 30×100 mm column to afford the desired product as a yellow glass (60 mg, 95%); LC/MS 100% at 4.32 min (ESI): 574 (M+H)+.

후처리

  1. concentrationconcentrated under vacuum
  2. customThe crude product was purified by preparative reverse-phase HPLC on a YMC S5 ODS 30×100 mm column

출처 및 근거

ORD 기록
ord-7b0486ecebed4f1d9fb79000a09b1acd
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022850B2

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