Ethanolamine → HCID 53379668, compound

HRID 1771565Notes

Reaction equation

HRID 1771565 reaction equation
C1(O[C:8](=[O:29])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][N:19]=[C:18]([N:22]4[CH2:27][CH2:26][O:25][CH2:24][C@@H:23]4[CH3:28])[N:17]=3)=[CH:12][CH:11]=2)C=CC=CC=1.C(N(CC)CC)C.[CH2:37]([CH2:39][NH2:40])[OH:38]>CN(C=O)C>[OH:38][CH2:37][CH2:39][NH:40][C:8]([NH:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][N:19]=[C:18]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][C@@H:23]3[CH3:28])[N:17]=2)=[CH:14][CH:15]=1)=[O:29]

Participants

5

Reactant 3

HCID 700EthanolamineHCID 8471TriethylamineHCID 89717156HCID 89717156, compound2×

Product 1

HCID 53379668HCID 53379668, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(S)-phenyl(4-(2-(3-methylmorpholino)pyrimidin-4-yl)phenyl)carbamate (intermediate 29) (100 mg, 0.26 mmol) was stirred with triethylamine (85 mg, 0.82 mmol) and ethanolamine (78 mg, 1.28 mmol) in DMF (1 ml) for 2 hours at room temperature. The crude residue was purified by flash chromatography (0-10% EtOH:MeOH) to yield the title compound. (34 mg, 8%)

Workup

  1. customThe crude residue was purified by flash chromatography (0-10% EtOH:MeOH)

Sources & evidence

ORD record
ord-2722365c68714e37ab2a729bc251243a
Source dataset
uspto-grants-2016_02
Patent number
US09249129B2

Reaction notes

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