3,4-Difluorophenol → HCID 10030023, compound

HRID 750812Notes

Reaction equation

HRID 750812 reaction equation
CS([C:5]1[N:10]=[C:9]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[C:8]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[C:7]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])[N:6]=1)(=O)=O.[F:31][C:32]1[CH:33]=[C:34]([OH:39])[CH:35]=[CH:36][C:37]=1[F:38]>>[F:31][C:32]1[CH:33]=[C:34]([CH:35]=[CH:36][C:37]=1[F:38])[O:39][C:5]1[N:10]=[C:9]([N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[C:8]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[C:7]([C:23]2[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=2[Cl:30])[N:6]=1

Participants

3

Reactant 2

HCID 759273,4-DifluorophenolHCID 69197659HCID 69197659, compound

Product 1

HCID 10030023HCID 10030023, compound

Procedure

2-(Methylsulfonyl)-4-(N-pyrrolidinyl)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (24 mg, 0.05 mmol) was treated with 3,4-difluorophenol by the same general procedure described in Reference Examples 6 and 7. Workup and flash column chromatography on silica gel (eluted with 70/30 hexanes/ethyl acetate) afforded the title compound. HPLC/MS: m/e=534 (M++1); Rt=4.39 min. 1H-NMR 500 MHz (CDCl3): δ 1.80 (bs, 4H), 3.2 (bs, 4H), 6.85-7.28 (m, 10H).

Sources & evidence

ORD record
ord-eb6790300d3a4b6b860aa7c6c213a32a
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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