Hydrochloric Acid → HCID 90047196, compound

HRID 1482914Notes

Reaction equation

HRID 1482914 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[C:11]([C:13]([NH:15][C:16]3[CH:21]=[CH:20][C:19]([C@@H:22]4[O:27][CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23]4)=[CH:18][CH:17]=3)=[O:14])[N:10]=[N:9]2)=[N:6][CH:7]=1.[ClH:35].CCOCC>O1CCOCC1>[ClH:35].[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[C:11]([C:13]([NH:15][C:16]3[CH:17]=[CH:18][C:19]([C@@H:22]4[O:27][CH2:26][CH2:25][NH:24][CH2:23]4)=[CH:20][CH:21]=3)=[O:14])[N:10]=[N:9]2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 131736717HCID 131736717, compound

Product 1

HCID 90047196HCID 90047196, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
60 °C

Procedure

(S)-tert-Butyl 2-(4-(1-(5-bromopyridin-2-yl)-1H-1,2,3-triazole-4-carboxamido)phenyl)morpholine-4-carboxylate (63 mg, 0.12 mmol) was dissolved in dioxane (0.5 ml) and a solution of HCl in dioxane (4 M, 0.36 ml, 1.44 mmol) was added. The reaction mixture was stirred for 2 hours at 60° C. After cooling, ether was added, the solid was filtered off, washed with ether and dried in vacuo at 60° C. to afford (S)-1-(5-bromopyridin-2-yl)-N-(4-(morpholin-2-yl)phenyl)-1H-1,2,3-triazole-4-carboxamide hydrochloride (48 mg, 87%) as a white solid. MS (ISP): 429.4 ({79Br} [M−H]+), 431.5 ({81Br} [M−H]+).

Workup

  1. temperatureAfter cooling
  2. filtrationthe solid was filtered off
  3. washwashed with ether
  4. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-c4c4a3de6b4740cc858ddc7c17851f7d
Source dataset
uspto-grants-2016_08
Patent number
US09416127B2

Reaction notes

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