8-(2-tert-Butoxycarbonylamino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine → 8-(2-Amino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine

HRID 1955012Notes

Reaction equation

HRID 1955012 reaction equation
C(OC([NH:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][O:12][C:13]1[C:14]2[N:15]([C:19]([CH:23]=[O:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][C:9]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:10]=1[CH2:11][O:12][C:13]1[C:14]2[N:15]([C:19]([CH:23]=[O:24])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 1

HCID 232941628-(2-tert-Butoxycarbonylamino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine

Product 1

HCID 232941678-(2-Amino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridineYield 96%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Starting from 8-(2-tert-butoxycarbonylamino-6-methylbenzyloxy)-3-formyl-2-methylimidazo[1,2-a]pyridine (5.0 g) and trifluoroacetic acid (40 ml) analogously using the process of Example C1 (Method B) gives 3.57 g (96%) of the title compound of m.p. 144-150° C. (dec.).

Sources & evidence

ORD record
ord-ba786f2ac9ea444981d229e97c1d2a61
Source dataset
uspto-grants-2000_09
Patent number
US06124313

Reaction notes

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