Hydrochloric Acid → Ethyl 4-[(3-chloro-4-fluorophenyl)amino]-5,7-dihydro-6H-pyrrolo[3',4':4,5]thieno[2,3-d]pyrimidine-6-carboxylate

HRID 38523

반응식

HRID 38523 반응식
Cl[C:2]1[C:3]2[C:10]3[CH2:11][N:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[F:27])[NH2:23].Cl>CC(O)C.O1CCOCC1>[Cl:19][C:20]1[CH:21]=[C:22]([NH:23][C:2]2[C:3]3[C:10]4[CH2:11][N:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][C:9]=4[S:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH:24]=[CH:25][C:26]=1[F:27]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 97083-Chloro-4-fluoroanilineHCID 58116864Ethyl12-chloro-7-thia-4,9,11-triazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene-4-carboxylate

생성물 1

HCID 58116867Ethyl 4-[(3-chloro-4-fluorophenyl)amino]-5,7-dihydro-6H-pyrrolo[3',4':4,5]thieno[2,3-d]pyrimidine-6-carboxylate수율 121.2%

시약·촉매·용매 2

HCID 312751,4-Dioxane촉매HCID 3776Isopropanol용매

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온도
80 °C

실험 절차

Ethyl 4-chloro-5,7-dihydro-6H-pyrrolo[3′,4′:4,5]thieno[2,3-d]pyrimidine-6-carboxylate from Example 21A (250 mg, 0.88 mmol) was dissolved in 2-propanol (2 mL). 3-Chloro-4-fluoroanilin (135 mg, 0.93 mmol) and a 4 M solution of gaseous hydrogen chloride in dioxane (11 μL, 0.04 mmol) were added, and the mixture was heated to 80° C. overnight. The precipitate was collected by suction filtration to yield 419 mg of the crude product (70% purity, 83% yield), which was used in the next step without purification.

후처리

  1. filtrationThe precipitate was collected by suction filtration

출처 및 근거

ORD 기록
ord-36e09b5a15964098b25b59eac5145b24
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524722B2

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