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Sodium Bicarbonate → (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethyl]-amine

HRID 216172
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HRID 216172 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.Cl.[F:12][C:13]1([F:25])[O:17][C:16]2[CH:18]=[CH:19][C:20]([CH2:22][CH2:23][NH2:24])=[CH:21][C:15]=2[O:14]1.C(=O)(O)[O-].[Na+]>CCO>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:24][CH2:23][CH2:22][C:20]2[CH:19]=[CH:18][C:16]3[O:17][C:13]([F:25])([F:12])[O:14][C:15]=3[CH:21]=2)[CH:7]=1
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참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 120521604,6-Dichloro-2-methoxypyrimidine2회HCID 690734742-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-ethylamine hydrochloride2회

생성물 1

HCID 57636005(6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethyl]-amine수율 79%

시약·촉매·용매 1

HCID 702Ethanol
용매

실험 절차

To a solution of 4,6-dichloro-2-methoxy-pyrimidine (0.606 g, 3.38 mmol, Intermediate (4)] and 2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethylamine hydrochloride (0.884 g, 3.72 mmol, Intermediate (62)]) in EtOH (11 mL) is added sodium bicarbonate (0.85 g, 10.14 mmol) and heated to reflux for 4 hours. The reaction mixture is filtered and filtrate is concentrated, residue solid is washed with small amount of EtOH to yield (6-chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethyl]-amine [0.918 g, 79%, Intermediate (63)] as a solid. LC/MS: MS: 344 (M+H).

후처리

  1. temperatureheated
  2. temperatureto reflux for 4 hours
  3. filtrationThe reaction mixture is filtered
  4. concentrationfiltrate is concentrated
  5. washresidue solid is washed with small amount of EtOH

출처 및 근거

ORD 기록
ord-d1518d867434477c83ec8be417a47fd3
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193183B2

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