Dicyanamide → 2-Methyl 3-(1-N-pyrrolidinyl-3-cyanopropyl)pyridine

HRID 262957

반응식

HRID 262957 반응식
C1(S([O-])(=O)=O)C=CC=CC=1.C(C[N+:14]1([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22]N=2)[CH2:18][CH2:17][CH2:16][CH2:15]1)#N.Br[CH2:27][CH2:28][C:29]#[N:30].[C:31](NC#N)#[N:32].[BH4-].[Na+]>C(O)C>[CH3:22][C:23]1[C:24]([CH2:25][CH2:20][CH:19]([N:14]2[CH2:15][CH2:16][CH2:17][CH2:18]2)[C:31]#[N:32])=[CH:27][CH:28]=[CH:29][N:30]=1

참가 물질

6

반응물 4

HCID 10443DicyanamideHCID 170203-BromopropionitrileHCID 4311764Sodium borohydrideHCID 5458873(1-(2-Pyridinylmethyl)-15-pyrrolidin-1-yl)acetonitrile benzenesulfonate

생성물 1

HCID 233444222-Methyl 3-(1-N-pyrrolidinyl-3-cyanopropyl)pyridine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-cyanomethyl-1-(2-picolyl)pyrrolidinium benzenesulfonate (see Preparation II) is rearranged and alkylated with 3-bromopropionitrile as in Example 2. The resulting dicyanoamine is decyanated with sodium borohydride in ethanol to give the product. Purification is effected via the picrate.

후처리

  1. customto give the product
  2. customPurification

출처 및 근거

ORD 기록
ord-b9926c1df1834cbca7925da2b9609475
출처 데이터셋
uspto-grants-1979_05
특허 번호
US04155909

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