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1-Hydroxybenzotriazole → HCID 58012226, 화합물

HRID 660965
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HRID 660965 반응식
[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:8]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:9](=[O:16])[N:10]([CH2:12][C:13](O)=[O:14])[CH:11]=2)=[CH:4][CH:3]=1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[F:47][C:48]([F:60])([F:59])[C:49]1[CH:50]=[C:51]([C:55]([NH2:58])([CH3:57])[CH3:56])[CH:52]=[CH:53][CH:54]=1>CN(C=O)C.O>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:8]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[C:9](=[O:16])[N:10]([CH2:12][C:13]([NH:58][C:55]([CH3:57])([C:51]3[CH:52]=[CH:53][CH:54]=[C:49]([C:48]([F:59])([F:60])[F:47])[CH:50]=3)[CH3:56])=[O:14])[CH:11]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 194252732-[3-(Trifluoromethyl)phenyl]propan-2-amineHCID 58011727HCID 58011727, 화합물

생성물 1

HCID 58012226HCID 58012226, 화합물

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

45 mg (0.123 mmol) of [4-(5-chloro-2-thienyl)-3-(2-fluorobenzyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetic acid from Example 238A, 20 mg (0.147 mmol) of HOBt and 31 mg (0.159 mmol) of EDC hydrochloride are placed in 1.5 ml of DMF and stirred for 10 mins. Next, 30 mg (0.147 mmol) of 1-methyl-1-[(3-trifluoromethyl)phenyl]ethylamine from Example 1A are added and the mixture is stirred overnight at RT. For the workup, the reaction mixture is stirred with 2 ml of water and extracted twice with 5 ml of ethyl acetate each time. The combined organic phases are dried over sodium sulphate, filtered and concentrated in vacuo. The crude product is purified by preparative HPLC [Method 10]. 50 mg (74% of theory) of the target compound are thus obtained.

후처리

  1. stirringthe mixture is stirred overnight at RT
  2. extractionextracted twice with 5 ml of ethyl acetate each time
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product is purified by preparative HPLC [Method 10]
  7. custom50 mg (74% of theory) of the target compound are thus obtained

출처 및 근거

ORD 기록
ord-d8edeba3787940029f12c38262740b23
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084481B2

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