2-Aminopropanol → HCID 59379941, compound

HRID 2353683Notes

Reaction equation

HRID 2353683 reaction equation
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:13]=[C:12]([CH2:14][S:15]([CH3:18])(=[O:17])=[O:16])[N:11]=[C:10]([C:19]2[CH:24]=[CH:23][C:22]([NH:25][C:26](=[O:34])OC3C=CC=CC=3)=[CH:21][CH:20]=2)[N:9]=1.C(N(CC)CC)C.[NH2:42][CH:43]([CH3:46])[CH2:44][OH:45]>CN(C=O)C>[OH:45][CH2:44][CH:43]([NH:42][C:26](=[O:34])[NH:25][C:22]1[CH:21]=[CH:20][C:19]([C:10]2[N:9]=[C:8]([N:3]3[CH2:4][CH2:5][O:6][CH2:7][C@@H:2]3[CH3:1])[CH:13]=[C:12]([CH2:14][S:15]([CH3:18])(=[O:16])=[O:17])[N:11]=2)=[CH:24][CH:23]=1)[CH3:46]

Participants

5

Reactant 3

HCID 51262-AminopropanolHCID 8471TriethylamineHCID 24802838HCID 24802838, compound

Product 1

HCID 59379941HCID 59379941, compoundYield 20.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

A solution of phenyl N-[4-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]phenyl]carbamate (110 mg, 0.23 mmol) and triethylamine (0.079 mL, 0.68 mmol) in DMF (2 mL) was added to 2-aminopropan-1-ol (1.14 mmol). The reaction was stirred at 40° C. for 2 hours then purified by prep-HPLC (basic) to give the desired material as a solid (22 mg).

Workup

  1. customthen purified by prep-HPLC (basic)

Sources & evidence

ORD record
ord-4fddaf0b4bbf4de5bf75bcbf98645baa
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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