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Acetonitrile → HCID 178481209, 화합물

HRID 450336
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HRID 450336 반응식
[F:1][C:2]([F:32])([F:31])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:30])[C:11]2[CH:16]=[C:15]([NH2:17])[C:14]([NH:18][CH3:19])=[N:13][C:12]=2[N:20]2[CH2:25][CH2:24][CH:23]([C:26]([F:29])([F:28])[F:27])[CH2:22][CH2:21]2)[CH2:5][CH2:4]1.[Cl:33][C:34]1[CH:50]=[CH:49][C:37]([CH2:38][NH:39][C:40]([C:42]2([C:45]([F:48])([F:47])[F:46])[CH2:44][CH2:43]2)=[O:41])=[CH:36][C:35]=1[N:51]=[C:52]=S.CC#N.CC(C)N=C=NC(C)C>CN>[F:32][C:2]([F:1])([F:31])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10]([C:11]2[CH:16]=[C:15]3[N:17]=[C:52]([NH:51][C:35]4[CH:36]=[C:37]([CH2:38][NH:39][C:40]([C:42]5([C:45]([F:48])([F:47])[F:46])[CH2:44][CH2:43]5)=[O:41])[CH:49]=[CH:50][C:34]=4[Cl:33])[N:18]([CH3:19])[C:14]3=[N:13][C:12]=2[N:20]2[CH2:25][CH2:24][CH:23]([C:26]([F:29])([F:28])[F:27])[CH2:22][CH2:21]2)=[O:30])[CH2:5][CH2:4]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 12734DiisopropylcarbodiimideHCID 86646336N-(4-Chloro-3-isothiocyanatobenzyl)-1-(trifluoromethyl)cyclopropane carboxamideHCID 178482394HCID 178482394, 화합물

생성물 1

HCID 178481209HCID 178481209, 화합물

시약·촉매·용매 1

HCID 6329
Methylamine
용매

실험 절차

A mixture of N-(trans-4-trifluoromethyl-cyclohexyl)-6-methylamino-5-amino-2-(4-trifluoromethyl-piperidinyl)-nicotinic acid amide (110 mg, 0.24 mmol), N-(4-chloro-3-isothiocyanato-benzyl)-1-trifluoromethyl-cyclopropylcarboxamide (prepared according to WO2010/100249; 80 mg, 0.24 mmol) and MeCN (7.5 mL) is stirred for 5 h. Then DIC (50 μl, 0.32 mmol) is added and it is stirred overnight at rt and for 2 h at 60° C. The crude mixture is diluted with 40% aq. methylamine-solution, filtered, concentrated and purified by prep. HPLC (X-bridge C18 column; water (+0.15% aq. Ammonia)/MeOH 9:1->MeOH).

후처리

  1. stirringit is stirred overnight at rt and for 2 h at 60° C
  2. filtrationfiltered
  3. concentrationconcentrated
  4. custompurified by prep

출처 및 근거

ORD 기록
ord-4c06c4e180734dc8a9b3b3cef0dde73d
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486968B2

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