Hydrochloric Acid → HCID 59511511, compound

HRID 1157783Notes

Reaction equation

HRID 1157783 reaction equation
[OH:1][C:2]([C:7]1[NH:11][N:10]=[C:9]([C:12]2[N:13]=[CH:14][C:15]([O:27][CH3:28])=[C:16]3[C:20]([C:21](=[O:26])[C:22]([O:24]C)=[O:23])=[CH:19][NH:18][C:17]=23)[CH:8]=1)([CH2:5][CH3:6])[CH2:3][CH3:4].CO.C(=O)([O-])[O-].[K+].[K+].Cl>O>[OH:1][C:2]([C:7]1[NH:11][N:10]=[C:9]([C:12]2[N:13]=[CH:14][C:15]([O:27][CH3:28])=[C:16]3[C:20]([C:21](=[O:26])[C:22]([OH:24])=[O:23])=[CH:19][NH:18][C:17]=23)[CH:8]=1)([CH2:3][CH3:4])[CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 11430Potassium CarbonateHCID 59511507HCID 59511507, compound

Product 1

HCID 59511511HCID 59511511, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a flask containing methyl 2-(7-(5-(3-hydroxypentan-3-yl)-1H-pyrazol-3-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetate (0.066 g, 0.171 mmol) was added MeOH (1 mL) and Water (1 mL). To the mixture was added potassium carbonate (0.118 g, 0.854 mmol). After 1 h, the mixture was made acidic (pH=1) by adding 1N HCl. No precipitate formed, so the solvent was removed under reduced pressure. The crude mixture containing 2-(7-(5-(3-hydroxypentan-3-yl)-1H-pyrazol-3-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid was carried forward to the next step with no further purification. LCMS: m/e 373.22 (M+H)+, ret time 1.723 min (method 4).

Workup

  1. customNo precipitate formed, so the solvent
  2. customwas removed under reduced pressure
  3. additionThe crude mixture containing 2-(7-(5-(3-hydroxypentan-3-yl)-1H-pyrazol-3-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid
  4. customwas carried forward to the next step with no further purification
  5. customm/e 373.22 (M+H)+, ret time 1.723 min (method 4)

Sources & evidence

ORD record
ord-bbeb6c0a29d84756a9ae5f36e9d31268
Source dataset
uspto-grants-2010_10
Patent number
US07807676B2

Reaction notes

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