Sodium Carbonate → 4'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde oxime

HRID 989270

반응식

HRID 989270 반응식
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].Cl.[NH2:28][OH:29]>C(O)C>[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]=[N:28][OH:29])=[CH:15][CH:14]=3)=[CH:9][CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 98139384'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde

생성물 1

HCID 734155234'-Pyrrolidin-1-ylmethyl-biphenyl-4-carbaldehyde oxime수율 33.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of Example 27 (33.7 mg), sodium carbonate (27.6 mg), and hydroxylamine hydrochloride (18 mg) in ethanol (5 mL) was set to reflux for 16 hours. Inorganic solid was filtered out and washed with DCM and acetone. Organic layer was concentrated under reduced pressure to give the titled compound (12 mg) without purification. 1H NMR (400 MHz, CDCI3)δ8.19 (s, 1 H), 7.82-7.69 (m, 8 H), 4.37 (d, J=6.3, 2 H), 3.35 (m, 2 H), 3.10-3.03 (m, 2 H), 2.06-1.94 (m, 2 H), 1.93-1.88 (m, 2 H).

후처리

  1. temperatureto reflux for 16 hours
  2. filtrationInorganic solid was filtered out
  3. washwashed with DCM and acetone
  4. concentrationOrganic layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-13ed004ddf744982968e36e7e5a8dc90
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06638967B2

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