Formic Acid → 6-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxylic acid

HRID 1455944노트

반응식

HRID 1455944 반응식
[CH2:1]([O:8][C:9]1[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][C:10]=1[CH2:11][N:12]([C:15]1[N:20]=[N:19][C:18]([C:21](N)=[O:22])=[CH:17][CH:16]=1)[CH2:13][CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C([OH:34])(C)C.C(O)=O>O>[CH2:1]([O:8][C:9]1[CH:27]=[CH:26][C:25]([Br:28])=[CH:24][C:10]=1[CH2:11][N:12]([C:15]1[N:20]=[N:19][C:18]([C:21]([OH:22])=[O:34])=[CH:17][CH:16]=1)[CH2:13][CH3:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 186932216-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxamide

생성물 1

HCID 98461706-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxylic acid수율 97.2%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
70 °C

실험 절차

A mixture of 6-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxamide (61.7 g), sodium hydroxide (28 g) and isopropanol (400 ml) was heated at reflux for 1 hour. The mixture was cooled to 70° C. and water (800 ml) was added over 30 minutes. The mixture was acidified to pH 3-4 with a solution of formic acid (41.5 ml) in water (200 ml) over 30 minutes, at 25°-30° C. The mixture was cooled to 10° C., the produce filtered off, washed with water and dried to give 6-[N-(2-benzyloxy-5-bromobenzyl)-N-ethylamino]pyridazine-3-carboxylic acid (60.2 g, 97.2% yield).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour
  3. temperatureThe mixture was cooled to 10° C.
  4. filtrationthe produce filtered off
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-d78a3dbaa9874e80911ca6ad1894cd4a
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05843942

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