Ammonium Chloride → HCID 67435395, compound

HRID 1663383Notes

Reaction equation

HRID 1663383 reaction equation
[Br:1][C:2]1[C:3]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=2)=[C:4]([CH:8]=[C:9]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH:17]([CH2:22][CH2:23][CH3:24])[CH2:16][C:15]=3[NH:14][C:13]([CH3:25])=[C:12]2[C:26]#[N:27])[CH:10]=1)[C:5](O)=[O:6].[Cl-].[NH4+].C[N:41](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C>CN(C=O)C.O>[Br:1][C:2]1[C:3]([O:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=2)=[C:4]([CH:8]=[C:9]([CH:11]2[C:20]3[C:19](=[O:21])[CH2:18][CH:17]([CH2:22][CH2:23][CH3:24])[CH2:16][C:15]=3[NH:14][C:13]([CH3:25])=[C:12]2[C:26]#[N:27])[CH:10]=1)[C:5]([NH2:41])=[O:6]

Participants

7

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 67435102HCID 67435102, compound

Product 1

HCID 67435395HCID 67435395, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-bromo-5-(3-cyano-2-methyl-5-oxo-7-propyl-1,4,5,6,7,8-hexahydro-quinolin-4-yl)-2-(3-methoxy-benzyloxy)-benzoic acid (57 mg), ammonium chloride (18 mg), HATU (57 mg) and N,N-diisopropylethylamine (34 μl) in DMF (0.8 ml) was stirred for 17 h. The mixture was diluted with water and extracted with ethyl acetate.

Workup

  1. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-267db1a079a9432e868a0c1b625fb34b
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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