Nitrogen → HCID 9864542, 화합물

HRID 2268846노트

반응식

HRID 2268846 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:21])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[CH2:12][NH:11][N:10]=1.N#N.C(N(CC)CC)C.[C:31](Cl)(=[O:34])[CH2:32][CH3:33]>C1COCC1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:21])[C:7]=1[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH3:20])=[CH:16][CH:17]=2)[CH2:12][N:11]([C:31](=[O:34])[CH2:32][CH3:33])[N:10]=1

참가 물질

6

반응물 4

HCID 947NitrogenHCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 9797215Phthalazine, 4-[(3,5-dichloro-4-pyridinyl)methyl]-1,2-dihydro-7-methoxy-

생성물 1

HCID 9864542HCID 9864542, 화합물수율 86%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-1,2-dihydro-phthalazine (1 g, 3.1 mmoles), prepared as described in example 22, in THF (35 ml), under stirring and dry N2 at room temperature, was dropwise added with triethylamine (1.08 ml, 7.76 mmoles), then, at 0° C., with propionyl chloride (0.323 ml, 3.72 mmoles). After 10 minutes the mixture was brought to room temperature and after 3 hours poured into water/ice and THF was evaporated. The mixture was extracted more times with CH2Cl2 and the organic phases were washed with 5% NaOH and water, anhydrified and brought to dryness to give a solid which was crystallised from acetonitrile (50 ml). 1 g of the title compound was obtained (yield: 86%). m.p.: 195-197° C.

후처리

  1. customat 0° C.
  2. customwas evaporated
  3. extractionThe mixture was extracted more times with CH2Cl2
  4. washthe organic phases were washed with 5% NaOH and water
  5. customto give a solid which
  6. customwas crystallised from acetonitrile (50 ml)

출처 및 근거

ORD 기록
ord-6e03a02111b04981beb8abde3534c1f1
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329370B1

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