Hydrogen Bromide → HCID 23658369, compound

HRID 1057746Notes

Reaction equation

HRID 1057746 reaction equation
[BrH:1].[CH3:2][C:3]([C:6]1[O:10][C:9]([CH2:11][S:12][C:13]2[S:17][C:16]([NH:18][C:19]([CH:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)=[O:20])=[N:15][CH:14]=2)=[N:8][CH:7]=1)([CH3:5])[CH3:4]>CCO>[BrH:1].[CH3:5][C:3]([C:6]1[O:10][C:9]([CH2:11][S:12][C:13]2[S:17][C:16]([NH:18][C:19]([CH:21]3[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]3)=[O:20])=[N:15][CH:14]=2)=[N:8][CH:7]=1)([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 3025986BMS 387032

Product 1

HCID 23658369HCID 23658369, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
-40 °C

Procedure

To a solution of 1M HBr in EtOH (0.5 mL) was added N-[5-[[[5-(1,1-dimethylethyl)-2-oxazolyl]methyl]thio]-2-thiazolyl]-4-piperidinecarboxamide (190 mg, 0.5 mmol, 1 eq) then cooled to -40° C. overnight. The solid precipitate that formed was collected on a Buchner funnel, washed with absolute EtOH then dried under vacuum at 100° C. to afford the title compound (72%) as a fine white powder, mp 235-237° C. Analysis calc'd for C17H24N4O2S2.HBr: C, 44.24; H, 5.46; N, 12.14; S, 13.89; Br, 17.31. Found: C, 44.16; H, 5.40; N, 12.12; S, 13.91; Br, 17.70.

Workup

  1. customThe solid precipitate that formed
  2. customwas collected on a Buchner funnel
  3. washwashed with absolute EtOH
  4. customthen dried under vacuum at 100° C.

Sources & evidence

ORD record
ord-f17796c841c84c5a9df7380d76963ed2
Source dataset
uspto-grants-2003_02
Patent number
US06515004B1

Reaction notes

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