Cyclopropylamine → HCID 67094751, compound

HRID 1474159Notes

Reaction equation

HRID 1474159 reaction equation
[F:1][C:2]1[CH:30]=[CH:29][CH:28]=[CH:27][C:3]=1[CH2:4][N:5]1[C:9](=[O:10])[CH2:8][CH2:7][C@@H:6]1[C:11]([NH:13][CH:14]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH:15]([OH:19])[C:16]([OH:18])=O)=[O:12].[CH:31]1([NH2:34])[CH2:33][CH2:32]1.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>>[CH:31]1([NH:34][C:16](=[O:18])[CH:15]([OH:19])[CH:14]([NH:13][C:11]([C@H:6]2[CH2:7][CH2:8][C:9](=[O:10])[N:5]2[CH2:4][C:3]2[CH:27]=[CH:28][CH:29]=[CH:30][C:2]=2[F:1])=[O:12])[CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:33][CH2:32]1

Participants

5

Reactant 4

HCID 69828CyclopropylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 67094830HCID 67094830, compound

Product 1

HCID 67094751HCID 67094751, compound

Procedure

The reaction was carried out in analogy to reaction step 20.3 by reacting 3-((R)-1-(2-fluorobenzyl)-5-oxopyrrolidine-2-carboxamido)-2-hydroxy-4-phenylbutanoic acid with cyclopropanamine using HATU (1.2 equivalents) as coupling reagent and DIPEA (3 equivalents) as base. ESI-MS [M+H]+=454.2.

Workup

  1. customThe reaction was carried out in analogy to reaction step 20.3

Sources & evidence

ORD record
ord-bdb43e8dd30147279509116d6ce09a46
Source dataset
uspto-grants-2015_04
Patent number
US09018206B2

Reaction notes

Loading…