Dimethylformamide → HCID 10158974, compound

HRID 1429715Notes

Reaction equation

[NH2:1][C:2]1[NH:7][C:6](=[O:8])[N:5]([CH2:9][CH2:10][CH3:11])[C:4](=[O:12])[C:3]=1[NH:13][C:14]([C:16]1[CH:17]=[N:18][N:19]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=2)[CH:20]=1)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.CN(C=O)C>O>[CH2:9]([N:5]1[C:4](=[O:12])[C:3]2[NH:13][C:14]([C:16]3[CH:17]=[N:18][N:19]([CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=4)[CH:20]=3)=[N:1][C:2]=2[NH:7][C:6]1=[O:8])[CH2:10][CH3:11]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 1-(3-Trifluoromethyl-benzyl)-1H-pyrazole-4-carboxylic acid (6-amino-2,4-dioxo-3-propyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide (30 g, 0.068 mol), P2O5 (34.0 g, 0.240.8 mol) and DMF (300 ml) were heated at 100° C. for 30 minutes. The reaction mixture was cooled to 20-25° C. The reaction mixture was slowly poured into water (1.5 L) with vigorous stirring. Solid material separated was filtered off, and washed with water (200 ml) to obtain 1-Propyl-8-[1-(3-trifluoromethyl-benzyl)-1H-pyrazol-4-yl]-3,7-dihydro-purine-2,6-dione (25 g, 88%) as a pale yellow solid.

Workup

temperatureThe reaction mixture was cooled to 20-25° C
customSolid material separated
filtrationwas filtered off
washwashed with water (200 ml)

Sources & evidence

ORD record: ord-5861bc80ea5045669be82aea9be17ac2
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08940751B2

Reaction notes

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