Sodium Bicarbonate → HCID 66747188, 화합물

HRID 2047882노트

반응식

HRID 2047882 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[N:5]=[C:4]([CH3:19])[C:3]=1[C:20]([OH:22])=[O:21].C([O-])(O)=O.[Na+:27]>C(O)C.O>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[O:12][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[N:5]=[C:4]([CH3:19])[C:3]=1[C:20]([O-:22])=[O:21].[Na+:27]

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 54588554HCID 54588554, 화합물

생성물 1

HCID 66747188HCID 66747188, 화합물수율 100%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

To a solution of 4-amino-5-(cyclohexyloxy)-2-methylquinoline-3-carboxylic acid (Example 36, 1.0 g, 3.33 mmol) in ethanol (20 mL) was added a solution of NaHCO3 (294 mg, 3.50 mmol) in water (15 mL). The mixture was stirred and warmed up to 60° C. until the solution become clear then evaporated to dryness to provide sodium 4-amino-5-(cyclohexyloxy)-2-methylquinoline-3-carboxylate (1.07 g, 100%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 1.25-1.45 (m, 3H), 1.50-1.70 (m, 5H), 1.53-1.72 (m, 5H), 1.98-2.00 (m, 2H), 2.64 (s, 3H), 4.59-4.63 (m, 1H), 6.87-6.89 (d, J=7.6 Hz, 1H), 7.20-7.22 (d, J=8.0 Hz, 1H), 7.42 (t, J=8.0 Hz, 1H). MS 301 (MH++H-Na).

후처리

  1. custombecome clear then evaporated to dryness

출처 및 근거

ORD 기록
ord-37a1964a9c7a4c7d95dad5128331c630
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592592B2

반응 노트

불러오는 중…