Sodium cyanoborohydride → HCID 15982016, compound

HRID 255249Notes

Reaction equation

HRID 255249 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]2[C:15]3[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]=3[O:13][CH2:12][C:11]2=[O:21])[CH2:4][CH2:3]1.[O:22]1[C:31]2[CH:30]=[C:29]([CH:32]=O)[N:28]=[CH:27][C:26]=2[O:25][CH2:24][CH2:23]1.C([BH3-])#N.[Na+]>>[O:22]1[C:31]2[CH:30]=[C:29]([CH2:32][NH:1][CH:2]3[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][N:10]4[C:15]5[CH:16]=[C:17]([CH3:20])[CH:18]=[CH:19][C:14]=5[O:13][CH2:12][C:11]4=[O:21])[CH2:4][CH2:3]3)[N:28]=[CH:27][C:26]=2[O:25][CH2:24][CH2:23]1

Participants

4

Reactant 3

HCID 5003444Sodium cyanoborohydrideHCID 218736682,3-Dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehydeHCID 66773983HCID 66773983, compound2×

Product 1

HCID 15982016HCID 15982016, compound

Procedure

4-[2-(4-Aminopiperidin-1-yl)ethyl]-6-methyl-2H-1,4-benzoxazin-3(4H)-one (Intermediate 91), 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carbaldehyde (WO 2004/058144) and sodium cyanoborohydride were reacted as described for Example 21 to give the product as an oil, 4.7 mg (2%).

Sources & evidence

ORD record
ord-3c9777ca97624dc38faba249e498a76c
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

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