Sodium Chloride → Trandolapril

HRID 2242532

反応式

HRID 2242532 の反応式
[CH2:1]([O:3][C:4]([CH:6]([NH:15][C@H:16]([C:18]([OH:20])=O)[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].[NH:21]1[C@@H:29]2[C@H:24]([CH2:25][CH2:26][CH2:27][CH2:28]2)[CH2:23][C@H:22]1[C:30]([OH:32])=[O:31].F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1.[Na+].[Cl-]>C(#N)C.CN(C=O)C.C(N(CC)CC)C>[CH3:2][CH2:1][O:3][C:4]([C@@H:6]([NH:15][C@H:16]([C:18]([N:21]1[C@H:22]([C:30]([OH:32])=[O:31])[CH2:23][C@@H:24]2[C@@H:29]1[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:20])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5]

参加物

8

反応物 4

HCID 5234Sodium ChlorideHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 7018901(2S,3aR,7aS)-Octahydro-1H-indole-2-carboxylic acidHCID 13044262N-(1-ethoxycarbonyl-3-phenylpropyl)-L-alanine

生成物 1

HCID 5484727Trandolapril収率 92%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒HCID 8471Triethylamine溶媒

実験手順

To 2.79 g of (S)-1-(N-(1-(ethoxycarbonyl)-3-phenylpropyl)-L-alanine and 1.75 g of (2S,3aR,7aS)-octahydro-1H-indol-2-carboxylic acid in 100 ml of acetonitrile and 5 ml DMF first 2.9 ml of triethylamine and then with stirring 3.8 g O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate were and the stirring of the mixture was continued for 30 minutes at room temperature. Finally, 300 ml of saturated NaCl solution was added and the mixture was extracted twice with 100 ml of ethyl acetate. After isolation of the product, which was done by the same way as in example 1, 3.96 g (92%) of trandolapril was obtained.

後処理

  1. extractionthe mixture was extracted twice with 100 ml of ethyl acetate

出典と根拠

ORDレコード
ord-ea87d675a8b64bf4ac30b3d92c8d90c9
出典データセット
uspto-grants-2010_03
特許番号
US07671215B2

関連ノート

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