1,2-Dichloroethane → 2-(t-Butyloxycarbonyl)-1,2,3,4-tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide

HRID 1584268ノート

反応式

HRID 1584268 の反応式
[C:1]([O:5][C:6]([N:8]1[C@H:17]([C:18]([OH:20])=O)[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:21]([C:23]1[CH:37]=[CH:36][C:26]([CH2:27][N:28]2[C:32]([CH2:33][CH2:34][NH2:35])=[CH:31][N:30]=[CH:29]2)=[CH:25][CH:24]=1)#[N:22].ON1C2C=CC=CC=2N=N1.C(Cl)CCl.CN1CCOCC1>CN(C=O)C>[C:21]([C:23]1[CH:37]=[CH:36][C:26]([CH2:27][N:28]2[C:32]([CH2:33][CH2:34][NH:35][C:18]([C@@H:17]3[CH2:16][C:15]4[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=4)[CH2:9][N:8]3[C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])=[O:20])=[CH:31][N:30]=[CH:29]2)=[CH:25][CH:24]=1)#[N:22]

参加物

7

反応物 5

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 664088(3S)-2-((tert-butoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acidHCID 158510473-(4-Cyanobenzyl) histamine

生成物 1

HCID 701032202-(t-Butyloxycarbonyl)-1,2,3,4-tetrahydro-isoquinoline-3(S)-carboxylic acid {2-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-ethyl}-amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-(t-butyloxycarbonyl)-1,2,3,4-tetrahydro-isoquinoline-3(S)-carboxylic acid (0.15 g, 0.54 mmol) and 3-(4-cyanobenzyl) histamine (0.122 g, 0.54 mmol) in DMF (5 mL) was added 1-hydroxybenzotriazole (0.083 g, 0.54 mmol), EDC (0.104 g, 0.54 mmol), and N-methylmorpholine (0.24 mL, 2.16 mmol). After stirring for 18 hr. the mixture was evaporated in vacuo and the residue was partitioned with EtOAc (50 mL) and saturated NaHCO3 (30 mL). The organic layer was washed with saturated NaCl solution (30 mL) and dried (MgSO4). Filtration was done which gave the title compound.

後処理

  1. customthe mixture was evaporated in vacuo
  2. customthe residue was partitioned with EtOAc (50 mL) and saturated NaHCO3 (30 mL)
  3. washThe organic layer was washed with saturated NaCl solution (30 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration

出典と根拠

ORDレコード
ord-1390598413ab4267aa2f06fbc05b6cd4
出典データセット
uspto-grants-1999_08
特許番号
US05932590

反応ノート

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