Diisopropylethylamine → HCID 89657226, compound

HRID 1775230Notes

Reaction equation

HRID 1775230 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[C:38]2[C:37]3[C:36]([C:39]([O:41][CH3:42])=[O:40])=[CH:35][CH:34]=[CH:33][C:32]=3[NH:31][C:30]=2[CH2:29][NH:28][CH2:27]1.[CH2:43]([O:50][C:51]([NH:53][C:54]([CH3:59])([CH3:58])[C:55](O)=[O:56])=[O:52])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[CH2:43]([O:50][C:51]([NH:53][C:54]([CH3:59])([CH3:58])[C:55]([N:28]1[CH2:27][C:26](=[O:25])[C:38]2[C:37]3[C:36]([C:39]([O:41][CH3:42])=[O:40])=[CH:35][CH:34]=[CH:33][C:32]=3[NH:31][C:30]=2[CH2:29]1)=[O:56])=[O:52])[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 294936N-((Benzyloxy)carbonyl)-2-methylalanineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 89657350HCID 89657350, compound

Product 1

HCID 89657226HCID 89657226, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of HATU (86 mg) in DMF (2 ml) was added to a mixture of methyl 4-oxo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-5-carboxylate (36 mg), 2-(((benzyloxy)carbonyl)amino)-2-methylpropanoic acid (21 mg), diisopropylethylamine (58) and DMF (8 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The DMF was evaporated to give methyl 2-(2-(((benzyloxy)carbonyl)amino)-2-methylpropanoyl)-4-oxo-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-5-carboxylate which was used in the next step without further purification.

Workup

  1. customThe DMF was evaporated

Sources & evidence

ORD record
ord-d821b7017d224008b12fd2f0710e73a1
Source dataset
uspto-grants-2016_02
Patent number
US09260440B2

Reaction notes

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