Ammonium Chloride → HCID 71075268, compound

HRID 2170698Notes

Reaction equation

HRID 2170698 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C@@H:11]([NH:13][C:14]([C:16]2[CH:17]=[C:18]3[C:22](=[CH:23][CH:24]=2)[N:21]([CH2:25][C:26]2[CH:27]=[C:28]([CH:35]=[CH:36][CH:37]=2)[O:29][C@@H:30]([CH3:34])[C:31](O)=[O:32])[C:20]([CH3:38])=[C:19]3[CH3:39])=[O:15])[CH3:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[NH4+:40].[Cl-].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>C(Cl)Cl>[NH2:40][C:31](=[O:32])[C@@H:30]([O:29][C:28]1[CH:27]=[C:26]([CH:37]=[CH:36][CH:35]=1)[CH2:25][N:21]1[C:22]2[C:18](=[CH:17][C:16]([C:14]([NH:13][C@H:11]([C:8]3[CH:7]=[CH:6][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:10][CH:9]=3)[CH3:12])=[O:15])=[CH:24][CH:23]=2)[C:19]([CH3:39])=[C:20]1[CH3:38])[CH3:34]

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 71075259HCID 71075259, compound

Product 1

HCID 71075268HCID 71075268, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of (S)-2-(3-((5-(((S)-1-(4-(tert-butyl)phenyl)ethyl)carbamoyl)-2,3-dimethyl-1H-indol-1-yl)methyl)phenoxy)propanoic acid (20 mg, 0.036 mmol), NH4Cl (19 mg, 0.36 mmol), HATU (14 mg, 0.036 mmol) and DIEA (25 μl, 0.144 mmol) in DCM (0.5 ml) was stirred at rt for 1 h. After concentration, the obtained oil was purified by reverse phase prep-HPLC (MeOH/Acetonitrile/water) to afford a white powder (18 mg). ESI-MS (m/z): 526 [MH]+.

Workup

  1. concentrationAfter concentration
  2. customthe obtained oil was purified by reverse phase prep-HPLC (MeOH/Acetonitrile/water)

Sources & evidence

ORD record
ord-c3ecc804e2b241e0b0ffa84a3d00ee00
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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