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4-Methylmorpholine → N-[(5-fluoro-1-methyl-indole-2-cabonyl)valinyl]-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic Acid, tert-butyl Ester

HRID 2297066
Notes
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Reaction equation

HRID 2297066 reaction equation
N[C@H](C([CH:8]([CH:16]([NH2:31])[CH:17]([OH:30])[CH2:18][O:19][C:20]1[C:25]([F:26])=[C:24]([F:27])[CH:23]=[C:22]([F:28])[C:21]=1[F:29])[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])=O)C(C)C.[F:32][C:33]1[CH:34]=[C:35]2[C:39](=[CH:40][CH:41]=1)[N:38]([CH3:42])[C:37]([C:43]([OH:45])=O)=[CH:36]2.C[N:47]1[CH2:52][CH2:51][O:50]CC1.[CH:53]1[CH:54]=CC2N(O)N=NC=2[CH:58]=1.CCN=C=NCCCN(C)C>C(Cl)Cl>[F:32][C:33]1[CH:34]=[C:35]2[C:39](=[CH:40][CH:41]=1)[N:38]([CH3:42])[C:37]([C:43]([NH:47][C@H:52]([C:51]([NH:31][CH:16]([CH:17]([OH:30])[CH2:18][O:19][C:20]1[C:25]([F:26])=[C:24]([F:27])[CH:23]=[C:22]([F:28])[C:21]=1[F:29])[CH2:8][C:9]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:10])=[O:50])[CH:53]([CH3:54])[CH3:58])=[O:45])=[CH:36]2
ParticipantsProcedureSources & evidenceReaction notes

Participants

7

Reactant 5

HCID 79724-MethylmorpholineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 6625465-Fluoro-1-methyl-1H-indole-2-carboxylic acidHCID 131723667valinyl-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic Acid, tert-butyl Ester

Product 1

HCID 86756374
N-[(5-fluoro-1-methyl-indole-2-cabonyl)valinyl]-3-amino-4-hydroxy-5-(2,3,5,6-tetrafluorophenyloxy)-pentanoic Acid, tert-butyl Ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure of Example 77 was followed using the product of Example 106 (212.5 mg, 0.47 mmol), 5-fluoro-1-methylindole-2-carboxylic acid (181 mg, 0.94 mmol ), NMM (0.05 ml, 0.44 mmol), HOBt (151 mg, 1.03 mmol), and EDAC (196 mg, 1.03 mmol) in methylene chloride to prepare the title product.

Sources & evidence

ORD record
ord-8d1ec93078d84df3b71d268580cfc659
Source dataset
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06489353B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes