Ammonia → HCID 68510920, compound

HRID 2069453Notes

Reaction equation

HRID 2069453 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:25]=[C:24]([CH3:26])[N:23]=[C:22]([NH:27][CH:28]([CH3:30])[CH3:29])[N:21]=3)[N:16]=2)[CH:6]=[C:7]([CH3:14])[C:8]=1[O:9][CH2:10][C@@H:11]1[CH2:13][O:12]1)[CH3:2].[NH3:31]>CO>[NH2:31][CH2:13][CH:11]([OH:12])[CH2:10][O:9][C:8]1[C:7]([CH3:14])=[CH:6][C:5]([C:15]2[O:19][N:18]=[C:17]([C:20]3[CH:25]=[C:24]([CH3:26])[N:23]=[C:22]([NH:27][CH:28]([CH3:29])[CH3:30])[N:21]=3)[N:16]=2)=[CH:4][C:3]=1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86645309HCID 86645309, compound

Product 1

HCID 68510920HCID 68510920, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (S)-{4-[5-(3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-pyrimidin-2-yl}-iso-propyl-amine (48 mg, 0.12 mmol) in 7M NH3 in MeOH (5 mL) is stirred at 65° C. for 24 h. Volatiles are removed in vacuo to give the crude 1-amino-3-{2-ethyl-4-[3-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-5-yl]-6-methyl-phenoxy}-propan-2-ol as a yellow oil (43 mg); LC-MS: tR=0.76 min; [M+H]+=426.80.

Workup

  1. customVolatiles are removed in vacuo

Sources & evidence

ORD record
ord-78b6f9e9e12d463abe9bbcdbbb594607
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

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