Diisopropylethylamine → HCID 58082185, 화합물

HRID 1672464노트

반응식

HRID 1672464 반응식
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[C:5]([O:13][CH:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1.CCN(C(C)C)C(C)C>C(OCC)(=O)C.[Pd]>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([O:13][CH:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1

참가 물질

5

반응물 2

HCID 81531DiisopropylethylamineHCID 58082581HCID 58082581, 화합물

생성물 1

HCID 58082185HCID 58082185, 화합물수율 57%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매2회

실험 절차

To a mixture of 2,4-dichloro-8-(tetrahydro-2H-pyran-4-yloxy)quinazoline (4 g, 13.4 mmol), DIPEA (2.07 g, 16.8 mmol) and Pd/C (0.4 g, 10%) in ethyl acetate (10 mL) was stirred under 1 atm of H2 for 4 h. TLC (petroleum ether:ethyl acetate=1:1) showed the reaction was complete. The mixture was filtered through a Celite pad, and the filtrate was concentrate in vacuo. The residue was purified by chromatography (petroleum ether:ethyl acetate=20:1, 10:1) to give the title compound (2 g, 57%) as a light yellow solid. 1H NMR (300 MHz, CDCl3): δ 7.789 (d, 1H), 7.551 (t, 1H), 7.317 (d, 1H), 4.723 (m, 1H), 4.038 (m, 2H), 3.556 (m, 2H), 2.068 (m, 2H), 1.950 (m, 2H)

후처리

  1. filtrationThe mixture was filtered through a Celite pad
  2. concentrationthe filtrate was concentrate in vacuo
  3. customThe residue was purified by chromatography (petroleum ether:ethyl acetate=20:1, 10:1)

출처 및 근거

ORD 기록
ord-8758dc80d27c4645953e7ff7e499e961
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07998978B2

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