Hydrochloric Acid → 6-Bromo-2',3',5',6'-tetrahydrospiro[indene-2,4'-pyran]-1(3H)-imine

HRID 1770944노트

반응식

HRID 1770944 반응식
Cl.[Br:2][C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[CH2:13][C:7]1([CH2:12][CH2:11][O:10][CH2:9][CH2:8]1)[C:6]2=[N:17]S(C(C)(C)C)=O.CCOCC>O1CCOCC1>[Br:2][C:3]1[CH:4]=[C:5]2[C:14]([CH2:13][C:7]3([C:6]2=[NH:17])[CH2:12][CH2:11][O:10][CH2:9][CH2:8]3)=[CH:15][CH:16]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67979409N-(5-Bromo-2',3',5',6'-tetrahydrospiro[indene-2,4'-pyran]-3(1 H)-ylidene)-2-methylpropane-2-sulfinamide

생성물 1

HCID 679795066-Bromo-2',3',5',6'-tetrahydrospiro[indene-2,4'-pyran]-1(3H)-imine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

HCl (4M in 1,4-dioxane) (0.683 mL, 2.73 mmol) was added to a solution of N-(5-bromo-2′,3′,5′,6′-tetrahydrospiro[indene-2,4′-pyran]-3(1H)-ylidene)-2-methylpropane-2-sulfinamide (Example 25 Step 1, 105 mg, 0.27 mmol) in anhydrous 1,4-dioxane (1 mL) and the resulting mixture was stirred under a nitrogen atmosphere at r.t. overnight. Et2O (3 mL) was added, the precipitate was filtered off, washed with Et2O and then dissolved in DCM (5 mL) and sat. aq. NaHCO3 (5 mL). The mixture was poured into a phase separator, the organic layer was collected and concentrated to give the title compound that was used in the next step without any further purification.

후처리

  1. filtrationthe precipitate was filtered off
  2. washwashed with Et2O
  3. dissolutiondissolved in DCM (5 mL)
  4. additionThe mixture was poured into a phase separator
  5. customthe organic layer was collected
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0b121236d6e648d18795c6ecd321449a
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09248129B2

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