Triethylamine → HCID 57500367, compound

HRID 2273539Notes

Reaction equation

HRID 2273539 reaction equation
C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.[N:15]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[N:17]=N1.[C:35]([O:38][C:39]1[CH:40]=[C:41]([CH:45]=[CH:46][CH:47]=1)[C:42]([OH:44])=O)(=[O:37])[CH3:36].NCC1C=CC=CN=1>ClCCl>[C:35]([O:38][C:39]1[CH:47]=[CH:46][CH:45]=[C:41]([C:42]([NH:17][CH2:18][C:23]2[CH:22]=[CH:21][CH:20]=[CH:19][N:15]=2)=[O:44])[CH:40]=1)(=[O:37])[CH3:36]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 195092-PyridinemethanamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 2386693-Acetoxybenzoic acid

Product 1

HCID 57500367HCID 57500367, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

93 ml (0.66 mol) of triethylamine and 160 g (0.36 mol) of benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) are added, at ambient temperature under argon, to 65.0 g (0.36 mol) of 3-acetoxybenzoic acid in solution in 600 ml of dichloromethane. After 10 minutes, 32.5 g (0.30 mol) of 2-(aminomethyl)pyridine in solution in 200 ml of dichloromethane are added dropwise at 0° C. The reaction medium is allowed to return to ambient temperature and then stirred for 3 hours.

Workup

  1. customto return to ambient temperature

Sources & evidence

ORD record
ord-6cf1311cfaea492c8f79025a92622ba0
Source dataset
uspto-grants-2015_09
Patent number
US09120819B2

Reaction notes

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