HCID 69968021, compound → HCID 22617865, compound

HRID 842021Notes

Reaction equation

C(OC(=O)[N:7]([CH2:14][CH2:15][NH:16][C:17]1[N:22]2[N:23]=[C:24]([CH3:36])[C:25]([C:26]3[C:31]([Cl:32])=[CH:30][C:29]([CH2:33][CH3:34])=[CH:28][C:27]=3[Cl:35])=[C:21]2[N:20]=[C:19]([CH3:37])[CH:18]=1)[CH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)(C)(C)C>C(O)C>[ClH:32].[Cl:35][C:27]1[CH:28]=[C:29]([CH2:33][CH3:34])[CH:30]=[C:31]([Cl:32])[C:26]=1[C:25]1[C:24]([CH3:36])=[N:23][N:22]2[C:17]([NH:16][CH2:15][CH2:14][NH:7][CH:8]3[CH2:9][CH2:10][O:11][CH2:12][CH2:13]3)=[CH:18][C:19]([CH3:37])=[N:20][C:21]=12

Participants

Conditions

Temperature: 50 °C

Procedure

To {2-[3-(2,6-dichloro-4-ethyl-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-ylamino]-ethyl}-(tetrahydro-pyran-4-yl)-carbamic acid tert-butyl ester (0.18 g, 0.31 mmol) 2:1 ethanol/concentrated aqueous hydrochloric acid (3 mL). The reaction was stirred 15 minutes at 50° C., concentrated under reduced pressure, and then concentrated 3 additional times from ethanol to give a solid that was triturated from ether to afford the title compound (0.15 g, quantitative): +APcI MS (M+1)+462; 1H NMR (methanol-d4) δ: 7.48 (s, 2H), 6.81 (s, 1H), 2.72 (q, 2H), 2.60 (s, 3H), 2.30 (s, 3H), 1.28 (t, 3H

Workup

concentrationconcentrated under reduced pressure
concentrationconcentrated 3 additional times from ethanol
customto give a solid
customthat was triturated from ether

Sources & evidence

ORD record: ord-e140f3534eba494ba68fb5c219fd4dd9
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06372743B1

Reaction notes

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