1,2-Dichloroethane → 1-[4-(Pyrimidin-2-ylaminomethyl)-piperidin-1-yl]4-thiophen-2-yl-butan-1-one

HRID 1827213

반응식

HRID 1827213 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17]CC2C=CC=CC=2)=O)[CH2:11][CH2:10]1.N1CCCCC1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.[S:45]1[CH:49]=[CH:48][CH:47]=[C:46]1[CH2:50][CH2:51][CH2:52]C(O)=O>CN(C=O)C>[N:3]1[CH:4]=[CH:5][CH:6]=[N:1][C:2]=1[NH:7][CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15](=[O:17])[CH2:52][CH2:51][CH2:50][C:46]2[S:45][CH:49]=[CH:48][CH:47]=2)[CH2:13][CH2:14]1

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 8082PiperidineHCID 757711-HydroxybenzotriazoleHCID 783864-(2-Thienyl)Butyric AcidHCID 9923385Benzyl 4-[(2-pyrimidinylamino)methyl]-1-piperidinecarboxylate

생성물 1

HCID 221356711-[4-(Pyrimidin-2-ylaminomethyl)-piperidin-1-yl]4-thiophen-2-yl-butan-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Benzyl 4-[(2-pyrimidinylamino)methyl]-1-piperidinecarboxylate (EXAMPLE 16) was hydrogenated as described in EXAMPLE 30, Step 1. The resulting piperidine was combined with EDC (1.3 equiv.), HOBT (1.0 equiv.), and 4-thiophen-2-yl-butyric acid (1.0 equiv.) in DMF and stirred for 2 h. The resulting reaction solution was partitioned into ethyl acetate and aqueous sodium bicarbonate. The organic layer was seperated and washed with pH 4.5 citric acid buffer (10% citric acid and sodium hydroxide), dried (sodium sulfate), and concentrated to yield the desired 1-[4-(pyrimidin-2-ylaminomethyl)-piperidin-1-yl]-4-thiophen-2-yl-butan-1-one. M.S. (M+1): 345.25.

후처리

  1. customThe resulting reaction solution
  2. customwas partitioned into ethyl acetate and aqueous sodium bicarbonate
  3. customThe organic layer was seperated
  4. washwashed with pH 4.5 citric acid buffer (10% citric acid and sodium hydroxide)
  5. dry with materialdried (sodium sulfate)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8dcdaf91dbe64bf3bea6fcb554481fdb
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053089B2

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