Diisopropylethylamine → HCID 178495687, compound

HRID 1413003Notes

Reaction equation

HRID 1413003 reaction equation
[CH3:1][O:2][C:3](=[O:52])[NH:4][C@@H:5]([C@H:48]([O:50][CH3:51])[CH3:49])[C:6]([N:8]1[C@@H:12]([CH3:13])[CH2:11][CH2:10][C@H:9]1[C:14]1[NH:18][C:17]2[C:19]3[C:24]([CH:25]=[CH:26][C:16]=2[N:15]=1)=[CH:23][C:22]1[C:27]2[C:32]([CH2:33][O:34][C:21]=1[CH:20]=3)=[CH:31][C:30]([C:35]1[NH:39][C:38]([C@@H:40]3[CH2:44][C@H:43]([CH2:45][O:46][CH3:47])[CH2:42][NH:41]3)=[N:37][CH:36]=1)=[CH:29][CH:28]=2)=[O:7].[CH3:53][O:54][C:55]([NH:57][C@@H:58]([CH:62]([CH3:64])[CH3:63])[C:59](O)=[O:60])=[O:56].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[CH3:53][O:54][C:55](=[O:56])[NH:57][C@@H:58]([CH:62]([CH3:63])[CH3:64])[C:59]([N:41]1[CH2:42][C@@H:43]([CH2:45][O:46][CH3:47])[CH2:44][C@H:40]1[C:38]1[NH:39][C:35]([C:30]2[CH:31]=[C:32]3[CH2:33][O:34][C:21]4[CH:20]=[C:19]5[C:24]([CH:25]=[CH:26][C:16]6[N:15]=[C:14]([C@@H:9]7[CH2:10][CH2:11][C@H:12]([CH3:13])[N:8]7[C:6](=[O:7])[C@@H:5]([NH:4][C:3]([O:2][CH3:1])=[O:52])[C@H:48]([O:50][CH3:51])[CH3:49])[NH:18][C:17]=65)=[CH:23][C:22]=4[C:27]3=[CH:28][CH:29]=2)=[CH:36][N:37]=1)=[O:60]

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 178495706HCID 178495706, compound

Product 1

HCID 178495687HCID 178495687, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of methyl{(2S,3R)-3-methoxy-1-[(2S,5S)-2-(9-{2-[(2S,45)-4-(methoxymethyl)pyrrolidin-2-yl]-1H-imidazol-5-yl}-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl)-5-methylpyrrolidin-1-yl]-1-oxobutan-2-yl}carbamate (74.6 mg, 0.105 mmol), (S)-2-(methoxycarbonylamino)-3-methylbutanoic acid (18.5 mg, 0.105 mmol), HATU (44 mg, 0.116 mmol) and 0.6 mL 10% DIPEA in DMF was stirred at room temperature for 1 hour. The product was purified by reverse phase HPLC. (48.1 mg)

Workup

  1. customThe product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-1a4bdd3e16234f749968997fcc02588f
Source dataset
uspto-grants-2014_12
Patent number
US08921341B2

Reaction notes

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