Methyl (R)-6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate → HCID 117700171, compound

HRID 1778513Notes

Reaction equation

HRID 1778513 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@H:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH2:19]Br)[NH:12][C:11]([C:21]2[S:22][CH:23]=[CH:24][N:25]=2)=[N:10]1.[CH:26]12[NH:37][CH:33]([CH2:34][O:35][CH2:36]1)[CH2:32][C:31]1[C:27]2=[CH:28][O:29][N:30]=1>>[CH3:18][O:17][C:15]([C:14]1[C@H:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[Cl:1])[N:10]=[C:11]([C:21]2[S:22][CH:23]=[CH:24][N:25]=2)[NH:12][C:13]=1[CH2:19][N:37]1[CH:33]2[CH2:34][O:35][CH2:36][CH:26]1[C:27]1[C:31]([CH2:32]2)=[N:30][O:29][CH:28]=1)=[O:16]

Participants

3

Reactant 2

HCID 89995948Methyl (R)-6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 117697852HCID 117697852, compound

Product 1

HCID 117700171HCID 117700171, compound

Procedure

The title compound was prepared in analogy to Example 1a in Scheme 3 by using methyl (4R)-4-(2-chloro-4-fluoro-phenyl)-6-(bromomethyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylate C (200 mg) and 4,10-Dioxa-5,12-diaza-tricyclo[6.3.1.0*2,6*]dodeca-2,5-diene 104a (100 mg). 15 mg of the title compound was isolated as yellow powder.

Workup

  1. customThe title compound was prepared in analogy to Example 1a in Scheme 3

Sources & evidence

ORD record
ord-477d37d146394e5b95cff4b7ea8d5daa
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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