Ammonia → HCID 22063482, 화합물

HRID 12093노트

반응식

HRID 12093 반응식
C(O[CH:9]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[C:19]([C:20](=[O:26])[CH:21](OCC)O)[C:11]=2[O:10]1)C1C=CC=CC=1.[CH:27]([C:30]1[CH:35]=[CH:34][C:33]([CH2:36][C:37]([NH2:40])([CH3:39])[CH3:38])=[CH:32][CH:31]=1)([CH3:29])[CH3:28].[BH4-].[Na+].Cl.N>C(O)C.CC(C)=O.C(OCC)(=O)C.O>[CH2:20]([O:26][C:17]1[CH:18]=[C:19]([CH:20]([OH:26])[CH2:21][NH:40][C:37]([CH3:38])([CH3:39])[CH2:36][C:33]2[CH:32]=[CH:31][C:30]([CH:27]([CH3:29])[CH3:28])=[CH:35][CH:34]=2)[C:11]2[O:10][CH2:9][C:14](=[O:15])[NH:13][C:12]=2[CH:16]=1)[C:19]1[CH:11]=[CH:12][CH:16]=[CH:17][CH:18]=1

참가 물질

10

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 22063456HCID 22063456, 화합물HCID 22063484HCID 22063484, 화합물

생성물 1

HCID 22063482HCID 22063482, 화합물

시약·촉매·용매 4

HCID 180Acetone용매HCID 702Ethanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

2.18 g (6.1 mmol) of benzyloxy-8-(2-ethoxy-2-hydroxyacetyl)-4H-benzo[1,4]oxazin-3-one and 1.1 g (5.8 mmol) of 2-(4-isopropylphenyl)-1,1-dimethylethylamine are stirred in 40 mL ethanol at 50° C.-80° C. for one hour. After cooling to ambient temperature, 0.24 g (6.3 mmol) sodium borohydride is added. The mixture is stirred for one hour, diluted with 5 mL acetone, and stirred for a further 30 minutes. The reaction mixture is acidified with hydrochloric acid, combined with 100 mL water and 80 mL ethyl acetate, and made alkaline with ammonia. The organic phase is separated off, dried with sodium sulfate, and freed from solvent. The residue is dissolved in 20 mL ethyl acetate and 10 mL water, acidified with concentrated hydrochloric acid and diluted with diethyl ether. After the addition of a crystallization aid, the solid precipitate is suction filtered and washed. White solid. Yield: 1.7 g (52%, hydrochloride); melting point: 220° C.-222° C.

후처리

  1. stirringstirred for a further 30 minutes
  2. customThe organic phase is separated off
  3. dry with materialdried with sodium sulfate
  4. dissolutionThe residue is dissolved in 20 mL ethyl acetate
  5. additiondiluted with diethyl ether
  6. additionAfter the addition of a crystallization aid
  7. filtrationfiltered
  8. washwashed

출처 및 근거

ORD 기록
ord-f142153d51594f39b957e0c4213d6559
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727984B2

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