HCID 117697992, compound → HCID 117700251, compound

HRID 1778509Notes

Reaction equation

HRID 1778509 reaction equation
[F:1][CH:2]1[CH:9]([CH2:10][C:11]([O:13]C)=[O:12])[CH2:8][CH:7]2[NH:15][CH:3]1[CH2:4][O:5][CH2:6]2.Br[CH2:17][C:18]1[NH:23][C:22]([C:24]2[S:25][CH:26]=[CH:27][N:28]=2)=[N:21][C@@H:20]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=2[Cl:36])[C:19]=1[C:37]([O:39][CH3:40])=[O:38]>>[Cl:36][C:30]1[C:31]([F:35])=[CH:32][CH:33]=[CH:34][C:29]=1[C@H:20]1[C:19]([C:37]([O:39][CH3:40])=[O:38])=[C:18]([CH2:17][N:15]2[C@H:3]3[C@@H:2]([F:1])[C@H:9]([CH2:10][C:11]([OH:13])=[O:12])[CH2:8][C@@H:7]2[CH2:6][O:5][CH2:4]3)[NH:23][C:22]([C:24]2[S:25][CH:26]=[CH:27][N:28]=2)=[N:21]1

Participants

3

Reactant 2

HCID 117697992HCID 117697992, compoundHCID 131734823HCID 131734823, compound

Product 1

HCID 117700251HCID 117700251, compound

Procedure

The title compounds were prepared in analogy to Example 86 starting from methyl 2-(6-fluoro-3-oxa-9-azabicyclo[3.3.1]nonan-7-yl)acetate 100a (100 mg) and methyl (4R)-6-(bromomethyl)-4-(2-chloro-3-fluoro-phenyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylate 88a (208 mg). The crude product was purified by silica gel chromatography first, and then by preparative HPLC to give Example 101 and Example 102.

Workup

  1. customThe crude product was purified by silica gel chromatography first
  2. customby preparative HPLC to give Example 101 and Example 102

Sources & evidence

ORD record
ord-7d3fe4fd4cac4160945e83e9ba70b01d
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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