Hydrochloric Acid → 2-(Benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol

HRID 1930652Notes

Reaction equation

HRID 1930652 reaction equation
[CH2:1]([N:8]([CH2:39][CH2:40][OH:41])[C:9]1[C:10]2[CH2:31][N:30](C(OC(C)(C)C)=O)[CH2:29][CH2:28][C:11]=2[N:12]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:26]=[CH:25][N:24]=[C:23]3[CH3:27])=[CH:18][CH:17]=2)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO>[CH2:1]([N:8]([C:9]1[C:10]2[CH2:31][NH:30][CH2:29][CH2:28][C:11]=2[N:12]=[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[CH:26]=[CH:25][N:24]=[C:23]3[CH3:27])=[CH:18][CH:17]=2)[N:14]=1)[CH2:39][CH2:40][OH:41])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59333735tert-Butyl 4-(benzyl(2-hydroxyethyl)amino)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

Product 1

HCID 593337392-(Benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
75 °C

Procedure

tert-Butyl 4-(benzyl(2-hydroxyethyl)amino)-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (121 mg, 0.22 mmol) was dissolved methanol (2 mL). Hydrochloric acid (0.018 mL, 0.22 mmol) was added and the reaction was stirred at 75° C. for 1 h. The solvent was evaporated under reduced pressure and the crude 2-(benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol (95 mg, 96%) was used as such in the subsequent step. MS (ES+) m/z 456.3 (M+H)+

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5ce6cebb8fb94b5d89c93d13bb13941a
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

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