Sodium Chloride → Trandolapril

HRID 2242532

반응식

HRID 2242532 반응식
[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]

참가 물질

8

반응물 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

생성물 1

HCID 5484727Trandolapril수율 92%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 6342Acetonitrile용매HCID 8471Triethylamine용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-ea87d675a8b64bf4ac30b3d92c8d90c9
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07671215B2

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