Diisopropylethylamine → HCID 57674029, compound

HRID 643122Notes

Reaction equation

HRID 643122 reaction equation
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[O:25]=[C:26]1[N:32]([CH:33]2[CH2:38][CH2:37][N:36]([C:39]([O:41][C@@H:42]([C:54]([OH:56])=O)[CH2:43][C:44]3[CH:49]=[C:48]([CH3:50])[C:47]([OH:51])=[C:46]([O:52][CH3:53])[CH:45]=3)=[O:40])[CH2:35][CH2:34]2)[CH2:31][CH2:30][C:29]2[CH:57]=[CH:58][CH:59]=[CH:60][C:28]=2[NH:27]1.C(N(C(C)C)C(C)C)C.[O:70]1[CH2:75][CH2:74][CH:73]([N:76]2[CH2:81][CH2:80][NH:79][CH2:78][CH2:77]2)[CH2:72][CH2:71]1>CN(C=O)C>[O:25]=[C:26]1[N:32]([CH:33]2[CH2:34][CH2:35][N:36]([C:39]([O:41][C@H:42]([CH2:43][C:44]3[CH:49]=[C:48]([CH3:50])[C:47]([OH:51])=[C:46]([O:52][CH3:53])[CH:45]=3)[C:54](=[O:56])[N:79]3[CH2:78][CH2:77][N:76]([CH:73]4[CH2:74][CH2:75][O:70][CH2:71][CH2:72]4)[CH2:81][CH2:80]3)=[O:40])[CH2:37][CH2:38]2)[CH2:31][CH2:30][C:29]2[CH:57]=[CH:58][CH:59]=[CH:60][C:28]=2[NH:27]1

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 219423151-(Oxan-4-yl)piperazineHCID 59842703HCID 59842703, compound

Product 1

HCID 57674029HCID 57674029, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

84 mg (0.22 mmol) HATU was added at RT under nitrogen to a solution of 100 mg (0.20 mmol) (R)-1-carboxy-2-(4-hydroxy-3-methoxy-5-methyl-phenyl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 10 μL (0.64 mmol) ethyldiisopropylamine and 59 mg (0.24 mmol) 1-(tetrahydropyran-4-yl)-piperazine (used as the bis-hydrochloride salt) in 5 mL DMF and the mixture was stirred for 3 h. The reaction mixture was evaporated down i.vac. at 50° C. and the crude product was purified by HPLC-MS; the fractions containing the product were combined and lyophilised.

Workup

  1. customThe reaction mixture was evaporated down i.vac
  2. customat 50° C. and the crude product was purified by HPLC-MS
  3. additionthe fractions containing the product

Sources & evidence

ORD record
ord-f394b890e99a4c518a136e937cdbb045
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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