Hydrogen Bromide → HCID 13588063, compound

HRID 280332Notes

Reaction equation

HRID 280332 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][N:22](C(OCC)=[O:26])[CH2:21][CH2:20]2)=[CH:4][CH:3]=1.[BrH:30]>O>[OH2:26].[BrH:30].[BrH:30].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[NH:18][CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 13588057HCID 13588057, compound

Product 1

HCID 13588063HCID 13588063, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 23.8 parts of ethyl 4-[[3-[(4-fluorophenyl)methyl]-3H-imidazo[4,5-c]pyridin-2-yl]amino]-1-piperidine carboxylate and 275 parts of a hydrobromic acid solution 48% in water was stirred overnight at 80° C. The reaction mixture was evaporated and the residue was crystallized from ethanol, yielding 14.7 parts (48%) of 3-[(4-fluorophenyl)methyl]-N-(4-piperidinyl)-3H-imidazo[4,5-c]pyridin-2-amine dihydrobromide monohydrate; mp. 291.6° C. (39).

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-46a304e7aae943f5aad07f5b6184e6d8
Source dataset
uspto-grants-1986_05
Patent number
US04588722

Reaction notes

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