Hydrochloric Acid → HCID 9913272, 화합물

HRID 2121192노트

반응식

HRID 2121192 반응식
[CH3:1][O:2][C:3](=[O:32])[C@H:4]([CH2:28][CH2:29][S:30][CH3:31])[NH:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:9][C:8]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[ClH:33]>C(OCC)(=O)C>[ClH:33].[CH3:1][O:2][C:3](=[O:32])[C@H:4]([CH2:28][CH2:29][S:30][CH3:31])[NH:5][C:6](=[O:27])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][NH:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:9][C:8]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 9913273[4-(Pyrid-3-ylaminomethyl)-2-phenylbenzoyl]methionine methyl ester

생성물 1

HCID 9913272HCID 9913272, 화합물수율 95.1%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution in ethyl acetate (20 mL) of [4-(pyrid-3-ylaminomethyl)-2-phenylbenzoyl]methionine methyl ester (2.96 g, 6.58 mmol), prepared as in Example 226A, was added HCl (1.0 M in ethyl acetate, 20 mL, 20 mmol) dropwise. The reaction mixture was stirred for 10 minutes and then was concentrated and the residue was azeotroped with toluene. Water (50 mL) was added and the milky mixture was concentrated and lyophilized to give [4-(pyrid-3-ylaminomethyl)-2-phenylbenzoyl]methionine methyl ester hydrochloride (3.04 g, 95%). 1H NMR (300 MHz, DMSO d6) δ 8.66 (d, 1H), 8.11 (s, 1H), 8.02 (t, 1H), 7.84 (bt, 1H), 7.71 (m, 2H), 7.44 (m, 3H), 7.26 (m, 5H), 4.53 (bd, 2H), 4.36 (ddd, 1H), 3.64 (s, 3H), 2.23 (m, 2H), 1.98 (s, 3H), 3.85 (m, 2H). MS (CI NH3) m/e 450 (M+H)+, 374, 319, 287. Anal calcd for C25H28ClN3O3S+0.58 H2O): C, 60.48; H, 5.92; N, 8.46; Cl, 7.29. Found: C, 60.49; H, 5.58; N, 8.40; Cl 7.84.

후처리

  1. concentrationwas concentrated
  2. customthe residue was azeotroped with toluene
  3. additionWater (50 mL) was added
  4. concentrationthe milky mixture was concentrated

출처 및 근거

ORD 기록
ord-b1fad977952e40678423302e3ae1d420
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06693123B2

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