Sodium Hydroxide → Trifluoroacetic acid

HRID 1987947노트

반응식

HRID 1987947 반응식
C1(S(O)(=O)=[O:8])C=CC=CC=1.[C:11]([NH:14][NH2:15])(=O)[CH3:12].[F:16][C:17]([F:45])([F:44])[C:18]([N:20]1[CH:25]2[CH2:26][CH2:27][CH:21]1[CH2:22][C:23](=[C:28]1[C:41]3[CH:40]=[CH:39][C:38]([C:42]#[N:43])=[CH:37][C:36]=3[O:35][C:34]3[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=3)[CH2:24]2)=[O:19].[OH-].[Na+]>CO>[CH3:12][C:11]1[NH:43][C:42]([C:38]2[CH:39]=[CH:40][C:41]3[C:28](=[C:23]4[CH2:22][CH:21]5[NH:20][CH:25]([CH2:26][CH2:27]5)[CH2:24]4)[C:29]4[C:34]([O:35][C:36]=3[CH:37]=2)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[N:15][N:14]=1.[C:18]([OH:8])([C:17]([F:45])([F:44])[F:16])=[O:19]

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 577253399-[8-(2,2,2-Trifluoro-acetyl)-8-aza-bicyclo[3.2.1]oct-3-ylidene]-9H-xanthene-3-carbonitrileHCID 86636508Acetic hydrazide benzenesulfonic acid

생성물 2

HCID 6422Trifluoroacetic acidHCID 178433930HCID 178433930, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of compounds 11a (0.029 g, 0.125 mmol) and 5e (0.051g, 0.124 mmol) was exposed to microwave irradition (300 W) at 200° C. for 10 min. After cooling, MeOH (1 mL) and 1N NaOH (1 mL) were added to the reaction mixture and the mixture was stirred at rt for 30 min. The crude product was purified by reverse phase HPLC to yield compound 35 as a TFA salt. MS m/z (MH+) 371.0; 1H NMR (CH3OH-d4) δ 1.40 (d, 2H), 1.85 (m, 2H), 1.41 (s, 3H), 3.02 (m, 4H), 3.91 (m, 2H), 7.19 (m, 4H), 7.33 (d, 2H), 7.84 (d, 1H), 7.85 (s, 1H).

후처리

  1. temperatureAfter cooling
  2. customThe crude product was purified by reverse phase HPLC

출처 및 근거

ORD 기록
ord-5844e01bb1154569be53d9dc0c6ea90d
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553850B2

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