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Hydrochloric Acid → 6-(Morpholine-4-carbonyl)nicotinic acid

HRID 1385884
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HRID 1385884 반응식
[N:1]1([C:7]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([O:15]C(C)(C)C)=[O:14])=[CH:11][N:10]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl>C[N+]([O-])=O>[N:1]1([C:7]([C:9]2[CH:21]=[CH:20][C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1
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참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 100857186-(Morpholine-4-carbonyl)nicotinic acid, t-butyl ester

생성물 1

HCID 101055146-(Morpholine-4-carbonyl)nicotinic acid수율 68.5%

시약·촉매·용매 1

HCID 6375Nitromethane용매

실험 절차

Into a solution of the compound of Example 11 (b) (0.606 g, 2.07 mmol) in CH3NO2 (5 mL) was bubbled HCl(g) for 20 min. After standing for 20 min, the solvent was removed in vacuo to give a pale yellow solid. Recrystallization (acetone) gave 0.335 g (68%) of the title compound as a white solid. Mp: 181-183° C. 1H NMR (CD3OD): δ9.26 (d, J=1.1 Hz, 1H), 8.78 (dd, J=8.1 Hz, 1H), 3.80 (s, 4H), 3.67 (m, 2H), 3.51 (m, 2H). IR (KBr): 2928, 2872, 1717, 1601, 1285, 1262, 1111 cm−1. MS (DCI/CH4): m/z (rel intensity) 277 (M +C3H7+), 265 (M+C2H5+), 238, 237 (MH+, 100). Anal. (C11H12N2O4): C, H, N.

후처리

  1. customthe solvent was removed in vacuo
  2. customto give a pale yellow solid
  3. customRecrystallization (acetone)

출처 및 근거

ORD 기록
ord-1276d27350fe4f7ba80f6edbccfdd9ba
출처 데이터셋
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06265381B1

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