Methylamine hydrochloride → HCID 70817488, compound
Reaction equation
[K+].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([NH:12][C:13]2[CH:14]=[C:15]([C:19]([C:21]3[C:29]4[CH:28]=[N:27][CH:26]=[N:25][C:24]=4[N:23]([CH2:30][C:31]([O-])=[O:32])[CH:22]=3)=[O:20])[CH:16]=[N:17][CH:18]=2)=[O:11])=[CH:5][CH:4]=1.Cl.CN.[CH3:37][N:38](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>N1C=CC=CC=1.C(Cl)Cl>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([NH:12][C:13]2[CH:18]=[N:17][CH:16]=[C:15]([C:19]([C:21]3[C:29]4[CH:28]=[N:27][CH:26]=[N:25][C:24]=4[N:23]([CH2:30][C:31]([NH:38][CH3:37])=[O:32])[CH:22]=3)=[O:20])[CH:14]=2)=[O:11])=[CH:7][CH:8]=1Participants
6
Reactant 3
HCID 6364545Methylamine hydrochloride
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 70817542{5-[(5-{[(4-chlorophenyl)acetyl]amino}pyridin-3-yl)carbonyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetic acid potassium saltProduct 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 25 °C
Procedure
{5-[(5-{[(4-chlorophenyl)acetyl]amino}pyridin-3-yl)carbonyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}acetic acid potassium salt (Example 307, 50 mg, 0.102 mmol) was added to a stirred solution of methyl amine hydrochloride (10.3 mg, 0.153 mmol) and HATU (58.2 mg, 0.153 mmol) in pyridine (2 mL). The resultant solution was stirred at 50° C. (reactivial) for 14 hours. The reaction was cooled to 25° C., diluted with DCM (5 mL) then quenched with saturated NaHCO3 (aq) (5 mL) and extracted with further DCM (3×5 mL).
Workup
- customthen quenched with saturated NaHCO3 (aq) (5 mL)
- extractionextracted with further DCM (3×5 mL)
Sources & evidence
- ORD record
- ord-a6c449939527490abd73d5d2127bfe1d
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846698B2
Reaction notes
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