Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 54031003, compound

HRID 1066522Notes

Reaction equation

HRID 1066522 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[C:7]([NH:18][S:19]([C:22]2[S:23][C:24]([CH3:27])=[CH:25][N:26]=2)(=[O:21])=[O:20])[N:6]=[C:5]([C:28]2[CH:33]=[CH:32][N:31]=[C:30]([C:34]([OH:36])=[O:35])[CH:29]=2)[N:4]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=C[C:47]=2N=N1>CO>[CH3:47][O:35][C:34]([C:30]1[CH:29]=[C:28]([C:5]2[N:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[O:16][CH3:17])=[C:7]([NH:18][S:19]([C:22]3[S:23][C:24]([CH3:27])=[CH:25][N:26]=3)(=[O:21])=[O:20])[N:6]=2)[CH:33]=[CH:32][N:31]=1)=[O:36]

Participants

4

Reactant 2

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 21200263HCID 21200263, compound

Product 1

HCID 54031003HCID 54031003, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In analogy to example 22, from 4-[4-methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-thiazole-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxylic acid, product of example 61, by coupling with MeOH and benzotriazol-1-yloxytris-(dimethylamino)-phosphonium hexafluorophosphate (BOP) as regent there was obtained 4-[4-methoxy-5-(2-methoxy-phenoxy)-6-(5-methyl-thiazole-2-sulfonylamino)-pyrimidin-2-yl]-pyridine-2-carboxylic acid methyl ester as an off-white solid. ISP mass spectrum, m/e 544.2 (M+1 calculated for C23H21N5O7S2: 544).

Sources & evidence

ORD record
ord-967d3a87679f4c47a1b356891b8dabdc
Source dataset
uspto-grants-2001_06
Patent number
US06242601B1

Reaction notes

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