Hydrochloric Acid → 2-[3-Chloro-5-(3-[(dimethylamino)methyl]phenethylamino)-2-methyl-6-oxo-1(6H)-pyrazinyl]acetic acid hydrochloride

HRID 567809

反応式

HRID 567809 の反応式
C([O:8][C:9](=[O:33])[CH2:10][N:11]1[C:16](=[O:17])[C:15]([NH:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][N:28]([CH3:30])[CH3:29])[CH:22]=2)=[N:14][C:13]([Cl:31])=[C:12]1[CH3:32])C1C=CC=CC=1.Cl>C(O)C.[Pd]>[ClH:31].[Cl:31][C:13]1[N:14]=[C:15]([NH:18][CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][N:28]([CH3:30])[CH3:29])[CH:22]=2)[C:16](=[O:17])[N:11]([CH2:10][C:9]([OH:33])=[O:8])[C:12]=1[CH3:32]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 18470815Benzyl 2-[3-chloro-5-(3-[(dimethylamino)methyl]phenethylamino)-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate

生成物 1

HCID 699631282-[3-Chloro-5-(3-[(dimethylamino)methyl]phenethylamino)-2-methyl-6-oxo-1(6H)-pyrazinyl]acetic acid hydrochloride

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

Benzyl-2-[3-chloro-5-(3-[(dimethylamino)methyl]phenethylamino)-2-methyl-6-oxo-1(6H)-pyrazinyl]acetate (preparation 20) (100 mg, 0.21 mmol) was dissolved in ethanol (10 ml), treated with 10% Pd on carbon catalyst (20 mg), aq HCl (1 m, 0.1 ml) and stirred under a hydrogen atmosphere (20 psi, room temperature, 2 hr). The catalyst was removed by filtration, the solvent evaporated to dryness and the residue azeotroped with CH2Cl2 to give the desired product, slightly impure (white solid, 85 mg). 1H NMR (CD3OD) δ 2.30 (s, 3H), 2.80 (s, 6H), 3.00 (t, 2H), 3.60 (t, 2H), 4.20 (s, 2H), 4.70 (s, 2H), 7.30 (m, 2H), 7.40 (m, 2H). LRMS m/z=379.1 (M+1)+.

後処理

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated to dryness
  3. customthe residue azeotroped with CH2Cl2

出典と根拠

ORDレコード
ord-89a0ea69270b4ec58d0bbbf0a6c06ac9
出典データセット
uspto-grants-2001_01
特許番号
US06180627B2

関連ノート

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