Chloroacetyl chloride → 4-(Chloroacetyl)-7-(4-chlorophenyl)-4.5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 1587772노트

반응식

HRID 1587772 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]3[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]3[NH:11][CH2:10][C:9]=2[CH3:19])=[CH:4][CH:3]=1.CN(C)C1C2C(=CC=CC=2N(C)C)C=CC=1.[Cl:36][CH2:37][C:38](Cl)=[O:39]>O1CCCC1>[Cl:36][CH2:37][C:38]([N:11]1[CH2:10][C:9]([CH3:19])=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:13]2[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]12)=[O:39]

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 88675Proton sponge2회HCID 1361028897-(4-Chlorophenyl)-4,5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

생성물 1

HCID 151010894-(Chloroacetyl)-7-(4-chlorophenyl)-4.5-dihydro-6-methylpyrazolo[1,5-a]pyrimidine-3-carbonitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A 10 g portion of 7-(4-chlorphenyl)-4,5-dihydro-6-methylpyrazol[1,5-a]pyrimidine-3-carbonitrile and 9 g of [1,8-bis(dimethylamino)naphthalene, N,N,N',N'-tetramethyl-1,8-naphthalenediamine] in 300 ml of dry tetrahydrofuran under nitrogen was mixed and 6 ml of chloroacetyl chloride in 70 ml of dry tetrahydrofuran was added over 15 minutes with stirring. The mixture was stirred at reflux for 5.5 hours, then at room temperature overnight and then filtered. The filtrate was concentrated to an oil. This oil was triturated with ether, the solid collected and dried, giving 10 g of the desired intermediate, mp 138°-140° C.

후처리

  1. stirringThe mixture was stirred
  2. temperatureat reflux for 5.5 hours
  3. filtrationat room temperature overnight and then filtered
  4. concentrationThe filtrate was concentrated to an oil
  5. customThis oil was triturated with ether
  6. customthe solid collected
  7. customdried

출처 및 근거

ORD 기록
ord-3b6fd430df7c40d0a7a25c5c91e85f41
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05219857

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