2-Hydroxyisobutyric acid → HCID 59239081, compound

HRID 1697937Notes

Reaction equation

HRID 1697937 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][C@@H:25]3[CH3:30])[C:17]3[CH2:23][NH:22][CH2:21][CH2:20][C:18]=3[N:19]=2)=[CH:10][CH:9]=1)=[O:6].C[C@@H]1NCCOC1.[OH:38][C:39]([CH3:44])([CH3:43])[C:40](O)=[O:41]>>[OH:38][C:39]([CH3:44])([CH3:43])[C:40]([N:22]1[CH2:21][CH2:20][C:18]2[N:19]=[C:14]([C:11]3[CH:10]=[CH:9][C:8]([NH:7][C:5]([NH:4][CH2:3][CH2:2][OH:1])=[O:6])=[CH:13][CH:12]=3)[N:15]=[C:16]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][C@@H:25]3[CH3:30])[C:17]=2[CH2:23]1)=[O:41]

Participants

4

Reactant 3

HCID 116712-Hydroxyisobutyric acidHCID 12012220(3S)-3-methylmorpholineHCID 67176124HCID 67176124, compound

Product 1

HCID 59239081HCID 59239081, compound

Procedure

Compound hr was prepared generally following the procedures described in Examples 1, 27 and 30 and 147 except that (S)-1-(2-hydroxyethyl)-3-(4-(4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)phenyl)urea was used instead of tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate and 3S-3-methylmorpholine was used instead of morpholine in step 1 of Example 1. Additionally, 2-hydroxyisobutyric acid was used instead of oxazole-5-carboxylic acid in Example 147: LC/MS-m/z+499 (M+H)+.

Workup

  1. customCompound hr was prepared generally

Sources & evidence

ORD record
ord-ba10742a487e4b0b878759d6b82490de
Source dataset
uspto-grants-2012_04
Patent number
US08163763B2

Reaction notes

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