Ammonia → HCID 9845817, compound
Reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:17]([C:20]2[CH:24]=[C:23]([CH3:25])[N:22]([CH2:26][CH:27]3[CH2:29][O:28]3)[N:21]=2)=[CH:16][C:3]=1[C:4]([NH:6][CH2:7][C:8]1([OH:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:5].[NH3:30]>>[NH2:30][CH2:29][CH:27]([OH:28])[CH2:26][N:22]1[C:23]([CH3:25])=[CH:24][C:20]([C:17]2[CH:18]=[CH:19][C:2]([Cl:1])=[C:3]([CH:16]=2)[C:4]([NH:6][CH2:7][C:8]2([OH:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:5])=[N:21]1Participants
3
Conditions
- Temperature
- 67 °C
Procedure
A mixture of 2-chloro-N-(1-hydroxy-cycloheptylmethyl)-5-(5-methyl-1-oxiranylmethyl-1H-pyrazol-3-yl)-benzamide (0.4 g, 0.96 mmol) in methanolic ammonia (20 mL, 7.0 N) was heated to 67° C. in a sealed tube for 16 h. The mixture was concentrated in vacuo, and the residue was triturated with diethyl ether-ethyl acetate to afford the title compound (0.12 g). LCMS (m/z) 435.3 M+1.
Workup
- concentrationThe mixture was concentrated in vacuo
- customthe residue was triturated with diethyl ether-ethyl acetate
Sources & evidence
- ORD record
- ord-29c92ae0606643c4bc413ef9bf565056
- Source dataset
- uspto-grants-2009_06
- Patent number
- US07553972B2
Reaction notes
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