tert-Butyl methyl ether → Pyrazine-2-carboxamidine hydrochloride

HRID 1295681

반응식

HRID 1295681 반응식
C[O-].[Na+].[C:4]([C:6]1[CH:11]=[N:10][CH:9]=[CH:8][N:7]=1)#[N:5].[Cl-:12].[NH4+:13].C(OC)(C)(C)C>CO>[ClH:12].[N:7]1[CH:8]=[CH:9][N:10]=[CH:11][C:6]=1[C:4]([NH2:13])=[NH:5]

참가 물질

6

반응물 4

HCID 15413tert-Butyl methyl etherHCID 25517Ammonium ChlorideHCID 73172PyrazinecarbonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 470895Pyrazine-2-carboxamidine hydrochloride수율 95%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
30 °C

실험 절차

To a solution of sodium methoxide (NaOCH3) (51.4 g, 0.952 mol) in methanol (3800 ml) there is added cyanopyrazine (1.00 KG, 9.53 mol) slowly at room temperature. The mixture is heated to 30° C. and stirred for 6 h. The mixture is cooled to 25° C. followed by the addition of ammonium chloride (NH4Cl) (572 g, 10.5 mol). The reaction mixture is stirred for 22 h and methyl t-butyl ether (4000 mL) is added and the mixture is stirred for 15 min forming a solid. The solid is filtered and washed with methyl t-butyl ether (2×1000 mL) then dried at 40° C./0–10 mmHg for 17 h to give white solid product (1435 g) in 95% yield with 95% HPLC purity. 1H NMR (DMSO-D6): δ 9.7 (bs, 3H), 9.49 (d, 1H, J=1.5 Hz), 9.04 (m, 1H), 8.93 (t, 1H, J=1.5 Hz)

후처리

  1. temperatureThe mixture is cooled to 25° C.
  2. stirringThe reaction mixture is stirred for 22 h
  3. stirringthe mixture is stirred for 15 min
  4. customforming a solid
  5. filtrationThe solid is filtered
  6. washwashed with methyl t-butyl ether (2×1000 mL)
  7. customthen dried at 40° C./0–10 mmHg for 17 h

출처 및 근거

ORD 기록
ord-d984898d78384b6285459b750d9e38a7
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244736B2

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