Sodium hydride → HCID 59753911, compound

HRID 750875Notes

Reaction equation

HRID 750875 reaction equation
CS([C:5]1[N:10]=[C:9]([O:11][CH:12]([CH3:14])[CH3:13])[C:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[C:7]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=2[Cl:29])[N:6]=1)(=O)=O.[H-].[Na+].[F:32][C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][C:40]=1[F:41])[CH2:36][OH:37]>>[F:32][C:33]1[CH:34]=[C:35]([CH:38]=[CH:39][C:40]=1[F:41])[CH2:36][O:37][C:5]1[N:10]=[C:9]([O:11][CH:12]([CH3:14])[CH3:13])[C:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[C:7]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=2[Cl:29])[N:6]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 5228333,4-Difluorobenzyl alcoholHCID 59753896HCID 59753896, compound

Product 1

HCID 59753911HCID 59753911, compound

Procedure

2-(Methylsulfonyl)-4-isopropyloxy-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (LRf from Example 126) was reacted with 2 equivalents each of sodium hydride and 3,4-difluorobenzyl alcohol by the procedure described in Example 16 to afford the title compound: HPLC/MS: m/e=535 (M++1); Rt=4.99 min. 1H-NMR 500 MHz (CDCl3): δ 1.45 (d, J=8 Hz, 6H), 5.28-5.35 (m, 1H), 5.22 (s, 2H), 7.02-7.21 (m, 9H), 7.35 (d, J=2 Hz, 1H).

Sources & evidence

ORD record
ord-1fb96d704ff8449893c07ee94841112e
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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