Methylamine → HCID 66666603, compound

HRID 1617802Notes

Reaction equation

HRID 1617802 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]1[CH:21]=[CH:20][C:16]([C:17]([OH:19])=O)=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH3:12].CN.F[P-](F)(F)(F)(F)F.[N:38]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:42]2C=CC=CC=2N=N1.[O:58]1CCCC1>>[CH3:42][NH:38][C:17](=[O:19])[C:16]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:58])=[CH:21][CH:20]=1

Participants

5

Reactant 4

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 136166999HCID 136166999, compound2×

Product 1

HCID 66666603HCID 66666603, 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 methylamine using benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate in tetrahydrofuran to give the title compound as a white foam, MS (ESI+): m/z=373.1 [M+H]+.

Sources & evidence

ORD record
ord-9ba0383d12514fb5864aca7c8243f46a
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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