Trimethyl orthoformate → HCID 66970509, compound

HRID 1363222Notes

Reaction equation

HRID 1363222 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH:9][C:10]1[N:15]=[C:14]([NH:16][C@H:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20](=[O:27])[CH2:19][CH2:18]2)[C:13]([N+:28]([O-:30])=[O:29])=[CH:12][N:11]=1.[CH:31](OC)(OC)OC>CO.C1COCC1>[F:8][C:5]1[CH:6]=[CH:7][C:2]2[N:1]=[CH:31][N:9]([C:10]3[N:15]=[C:14]([NH:16][C@H:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[C:20](=[O:27])[CH2:19][CH2:18]4)[C:13]([N+:28]([O-:30])=[O:29])=[CH:12][N:11]=3)[C:3]=2[CH:4]=1

Participants

4

Reactant 2

HCID 9005Trimethyl orthoformateHCID 66970592HCID 66970592, compound

Product 1

HCID 66970509HCID 66970509, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of (R)-4-(2-(2-amino-5-fluorophenylamino)-5-nitropyrimidin-4-ylamino)-3,4-dihydronaphthalen-1(2H)-one (120 mg) and CH(OMe)3 (2.5 mL) in MeOH/THF (2.5 mL/10 mL) was stirred at room temperature overnight. Volatiles were removed in vacuo and the residue was purified by PTLC (EtOAc) to afford 80 mg of the title compound.

Workup

  1. customVolatiles were removed in vacuo
  2. customthe residue was purified by PTLC (EtOAc)

Sources & evidence

ORD record
ord-24ae909f2d5643aba5f7cbff504d6779
Source dataset
uspto-grants-2011_02
Patent number
US07884109B2

Reaction notes

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