Triethylamine → HCID 86649730、化合物

HRID 386758

反応式

HRID 386758 の反応式
[Br:1][C:2]1[CH:31]=[CH:30][C:5]([CH2:6][N:7]2[C:12](=[O:13])[C:11]([C:14]([NH:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[O:15])=[C:10]([OH:25])[C:9]3[CH2:26][NH:27][CH:28]([CH3:29])[C:8]2=3)=[CH:4][CH:3]=1.Cl.C1(C2C=CC=CC=2)C=CC(CN2C(=O)C(C(NCC(OC(C)(C)C)=O)=O)=C(O)C3CNCC2=3)=CC=1.[S:68]1[CH:72]=[C:71]([C:73](Cl)=[O:74])[N:70]=[CH:69]1.CCN(CC)CC>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:12](=[O:13])[C:11]([C:14]([NH:16][CH2:17][C:18]([O:20][C:21]([CH3:23])([CH3:24])[CH3:22])=[O:19])=[O:15])=[C:10]([OH:25])[C:9]3[CH2:26][N:27]([C:73]([C:71]4[N:70]=[CH:69][S:68][CH:72]=4)=[O:74])[CH:28]([CH3:29])[C:8]2=3)=[CH:30][CH:31]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 155721001,3-Thiazole-4-carbonyl chlorideHCID 66850853HCID 66850853、化合物HCID 71251569HCID 71251569、化合物

生成物 1

HCID 86649730HCID 86649730、化合物

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To tert-butyl N-{[1-(4-bromobenzyl)-4-hydroxy-7-methyl-2-oxo-2,5,6,7-tetrahydro-1H-pyrrolo[3,4-b]pyridin-3-yl]carbonyl}glycinate (1.344 g, 2.73 mmol, prepared in similar fashion to Intermediate 6 utilizing the appropriate starting materials) was added the product of Step A (0.403 g, 2.73 mmol) and NEt3 (0.38 mL, 2.73 mL). The reaction stirred at rt for about 17 h and was then diluted with EtOAc and washed with aq Na2CO3 (2 M) and brine. The concentrated residue was purified by flash chromatography on silica gel gradient eluted with 0-65% EtOAc/hexane to afford the product.

後処理

  1. washwashed with aq Na2CO3 (2 M) and brine
  2. customThe concentrated residue was purified by flash chromatography on silica gel gradient
  3. washeluted with 0-65% EtOAc/hexane
  4. customto afford the product

出典と根拠

ORDレコード
ord-cbf17ac683f7465ea5188d892c0f1c8b
出典データセット
uspto-grants-2013_02
特許番号
US08372863B2

関連ノート

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