Triethylamine → HCID 58168471, compound

HRID 1255306Notes

Reaction equation

HRID 1255306 reaction equation
CN([C:4]([O:8]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH2:25]([C:27]1[S:28][CH:29]=[C:30]([C:32]([N:34]2[CH2:39][C:38]3([CH2:44][CH2:43][N:42]([CH2:45][CH2:46][C:47]4[CH:60]=[CH:59][C:50]([CH2:51][CH2:52][O:53][CH2:54][CH2:55]C(O)=O)=[CH:49][CH:48]=4)[CH2:41][CH2:40]3)[O:37][CH2:36][CH2:35]2)=[O:33])[N:31]=1)[CH3:26].[CH3:61][O:62][CH:63]([O:69][CH3:70])[CH2:64][NH:65][CH2:66][CH2:67][CH3:68].C(N(CC)CC)C>ClCCl>[CH3:61][O:62][CH:63]([O:69][CH3:70])[CH2:64][N:65]([CH2:66][CH2:67][CH3:68])[C:4](=[O:8])[CH2:55][CH2:54][O:53][CH2:52][CH2:51][C:50]1[CH:49]=[CH:48][C:47]([CH2:46][CH2:45][N:42]2[CH2:41][CH2:40][C:38]3([O:37][CH2:36][CH2:35][N:34]([C:32]([C:30]4[N:31]=[C:27]([CH2:25][CH3:26])[S:28][CH:29]=4)=[O:33])[CH2:39]3)[CH2:44][CH2:43]2)=[CH:60][CH:59]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 12555585N-(2,2-Dimethoxyethyl)propan-1-amineHCID 58168480HCID 58168480, compound

Product 1

HCID 58168471HCID 58168471, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HATU (0.33 g) was added to a solution of 3-(4-(2-(4-(2-ethylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid [Example 3, step e] (0.50 g), N-(2,2-dimethoxyethyl)propan-1-amine [Liebigs Annalen der Chemie 1979, 11, 1818] (0.12 g) and triethylamine (0.56 mL) in dichloromethane (5 mL) at 0° C. under nitrogen, and the mixture stirred at ambient temperature for 2 hours. The mixture was washed with water, the organic phase was separated, dried, filtered and concentrated in vacuo to afford the subtitled compound as an orange oil. Yield 0.43 g.

Workup

  1. washThe mixture was washed with water
  2. customthe organic phase was separated
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7249b2ed80844c0a8d748691bceda185
Source dataset
uspto-grants-2013_06
Patent number
US08455483B2

Reaction notes

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