(1,1'-Biphenyl)-2-carboxaldehyde → HCID 71678344, compound

HRID 334283Notes

Reaction equation

HRID 334283 reaction equation
[C:1]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[C:19]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:20]([CH:25]=O)=[CH:21][CH:22]=[CH:23][CH:24]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C1(C2C=CC=CC=2)C=CC=CC=1CN1CCN(C2C=CC=CC=2)CC1>>[C:19]1([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][N:10]1[CH2:9][CH2:8][N:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:12][CH2:11]1

Participants

5

Reactant 4

HCID 121052(1,1'-Biphenyl)-2-carboxaldehydeHCID 27373891-(2-Biphenylyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 716025231-(Biphenyl-2-ylmethyl)-4-phenylpiperazine

Product 1

HCID 71678344HCID 71678344, compound

Procedure

148 mg of the target compound (0.37 mmol, 66.5%) was obtained using 1-(biphenyl-2-yl)piperazine (260 mg, 1.09 mmol), biphenyl-2-carbaldehyde (100 mg, 0.55 mmol) and NaBH(OAc)3 (355 mg, 1.65 mmol) according to the synthesis method of Compound 1.

Sources & evidence

ORD record
ord-05a0d66482f0450b99f77ac3dbdfe89b
Source dataset
uspto-grants-2014_11
Patent number
US08883796B2

Reaction notes

Loading…