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1,2-Dichloroethane → HCID 71285201, 화합물

HRID 1481805
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HRID 1481805 반응식
[CH2:1]([O:8][C:9]1[N:24]=[C:23]([C:25]2[CH:33]=[C:32]3[C:28]([CH:29]=[C:30]([CH:34]=O)[NH:31]3)=[CH:27][CH:26]=2)[C:22]([CH2:36][CH3:37])=[C:21]([O:38][CH2:39]C2C=CC=CC=2)[C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:46][NH:47][CH3:48].[CH3:49][C:50](O)=O.[C:53](O[BH-](OC(=O)C)OC(=O)C)(=O)[CH3:54].[Na+].Cl[CH2:68][CH2:69]Cl>>[CH2:1]([O:8][C:9]1[N:24]=[C:23]([C:25]2[CH:33]=[C:32]3[C:28]([CH:29]=[C:30]([CH2:34][N:47]([CH3:48])[CH3:46])[NH:31]3)=[CH:27][CH:26]=2)[C:22]([CH2:36][CH3:37])=[C:21]([O:38][CH2:39][C:69]2[CH:68]=[CH:49][CH:50]=[CH:54][CH:53]=2)[C:10]=1[C:11]([O:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 674DimethylamineHCID 5049666Sodium triacetoxyborohydrideHCID 89422949HCID 89422949, 화합물

생성물 1

HCID 71285201HCID 71285201, 화합물수율 86%

실험 절차

The product from Step 6 (40 mg, 0.067 mmol) was combined with dimethylamine (0.13 mmol, 2 M in THF) and AcOH (7.5 μL, 0.13 mmol) in 1,2-dichloroethane (1 mL). The mixture was stirred at room temperature for 30 min. Sodium triacetoxyborohydride (28 mg, 0.13 mmol) was added to the solution. The mixture stirred 30 min at room temperature, and then was partitioned between CH2Cl2 (4 mL) and aqueous 1 M K2CO3 (4 mL). The organic layer was loaded onto silica gel and eluted with 0-10% MeOH in CH2Cl2 to afford the title compound (36 mg, 86%). LC-MS 626.6 [M+H]+, RT 1.26 min.

후처리

  1. stirringThe mixture stirred 30 min at room temperature
  2. customwas partitioned between CH2Cl2 (4 mL) and aqueous 1 M K2CO3 (4 mL)
  3. washeluted with 0-10% MeOH in CH2Cl2

출처 및 근거

ORD 기록
ord-6eacf4f99841463ba68e4557a73a54ed
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409905B2

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