Ammonia → HCID 68276549, 화합물

HRID 1050962노트

반응식

HRID 1050962 반응식
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].Cl.C[N:15](C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.N.O1CCOCC1>C1COCC1>[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][C:8]([F:12])=[CH:7][C:3]=1[C:4]([NH2:15])=[O:5]

참가 물질

7

반응물 5

HCID 222AmmoniaHCID 312751,4-DioxaneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 289741642-amino-5-fluoro-3-methylbenzoic acid

생성물 1

HCID 68276549HCID 68276549, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-amino-5-fluoro-3-methyl-benzoic acid (4.80 g, 28.4 mmol) in THF (60 ml) is added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (10.9 g, 56.8 mmol), 1-hydroxybenzotriazole hydrate (4.34 g, 28.4 mmol) and ammonia as 5 M solution in dioxane (283 ml, 142 mmol). The resulting slurry is stirred for 3 hours. The reaction mixture is filtered through Celite and washed with THF. The filtrate is evaporated and partitioned between water and ethyl acetate. The organic phase is dried over sodium sulfate and evaporated. The residue is crystallized from 2-propanol to afford 2-amino-5-fluoro-3-methyl-benzamide as beige crystals; HPLC/MS 1.68 min (B), [M+H] 169.

후처리

  1. filtrationThe reaction mixture is filtered through Celite
  2. washwashed with THF
  3. customThe filtrate is evaporated
  4. custompartitioned between water and ethyl acetate
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customevaporated
  7. customThe residue is crystallized from 2-propanol

출처 및 근거

ORD 기록
ord-78b12d4976024eb790fd21af79aa6770
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388142B2

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