Potassium Bromide → HCID 13900241, compound

HRID 1951328Notes

Reaction equation

HRID 1951328 reaction equation
[OH:1][CH2:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10]([CH3:12])[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[K+].[Br-]>>[CH3:12][C:10]1[N:11]=[C:4]2[C:3]([CH:2]=[O:1])=[CH:8][CH:7]=[CH:6][N:5]2[CH:9]=1

Participants

3

Reactant 2

HCID 253877Potassium BromideHCID 139003302-Methylimidazo[1,2-a]pyridine-8-methanol

Product 1

HCID 13900241HCID 13900241, compoundYield 98%

Procedure

From 3b: reaction time 3 h: (yield: 98%); mp 123-125° C. (in Kaminski, J. J. and al. J. Med. Chem. 1989, 32, 1686-1700: 140-143° C.); IR (KBr) 1690, 1315 cm−1; 1H NMR (400 MHz, CDCl3) δ 2.49 (s, 3H), 6.86 (t, 1H, J=7 Hz), 7.44 (s, 1H), 7.71 (d, 1H, J=7 Hz), 8.26 (d, 1H, J=7 Hz), 10.66 (s, 1H); 13C NMR (100 MHz, CDCl3) δ 14.5, 110.1, 111.2, 123.2, 126.2, 130.0, 143.6, 145.2, 189.0; MS m/z 160 (M+, 30), 132 (100), 131 (49), 105 (25), 92 (22), 51 (20).

Workup

  1. custommp 123-125° C. (in Kaminski, J. J. and al. J. Med. Chem. 1989, 32, 1686-1700: 140-143° C.)

Sources & evidence

ORD record
ord-4b6a7185e6054af1b9f5bcd6a8b6f74b
Source dataset
uspto-grants-2013_03
Patent number
US08404707B2

Reaction notes

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