Tetrahydrofuran → HCID 66667041, compound

HRID 1617800Notes

Reaction equation

HRID 1617800 reaction equation
O/N=[C:3](/[C:22]1[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=1)\[CH2:4][C@H:5]([C:13]1C=CC(C(O)=O)=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12].Cl.[CH3:30][NH:31][CH3:32].F[P-](F)(F)(F)(F)F.N1([O:49][P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[O:60]1[CH2:64][CH2:63][CH2:62][CH2:61]1>>[CH3:30][N:31]([CH3:32])[C:64](=[O:60])[C:63]1[CH:15]=[CH:14][C:13]([C@H:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[CH3:12])[CH2:4][C:3]([C:22]2[CH:27]=[CH:26][N:25]=[C:24]([CH3:28])[CH:23]=2)=[O:49])=[CH:61][CH:62]=1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 10473Dimethylamine, hydrochlorideHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 136166999HCID 136166999, compound2×

Product 1

HCID 66667041HCID 66667041, compound

Procedure

In analogy to example 207, step 2, 4-[(R)-3-(2-methyl-pyridin-4-yl)-3-oxo-1-o-tolyl-propyl]-benzoic acid (intermediate of example 272, step 2) was coupled with dimethylamine hydrochloride using benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate in tetrahydrofuran to give the title compound as an off-white foam, MS (ESI+): m/z=387.2 [M+H]+.

Sources & evidence

ORD record
ord-cd9acdf754234913906d4fb2c20643cc
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

Loading…