Formaldehyde → HCID 20703623, compound

HRID 429294Notes

Reaction equation

HRID 429294 reaction equation
[N:1]1([C:10]2[N:15]=[C:14]([NH:16][CH:17]([CH:19]3[CH2:24][N:23]([C:25](=[O:37])[NH:26][C:27]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[CH:30]=[CH:29][CH:28]=4)[CH2:22][CH2:21][N:20]3[C:38](OCC3C=CC=CC=3)=O)[CH3:18])[CH:13]=[CH:12][N:11]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.C=O.[BH3-]C#N.[Na+]>>[N:1]1([C:10]2[N:15]=[C:14]([NH:16][CH:17]([CH:19]3[CH2:24][N:23]([C:25](=[O:37])[NH:26][C:27]4[C:36]5[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=5)[CH:30]=[CH:29][CH:28]=4)[CH2:22][CH2:21][N:20]3[CH3:38])[CH3:18])[CH:13]=[CH:12][N:11]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 18354407HCID 18354407, compound

Product 1

HCID 20703623HCID 20703623, compound

Procedure

The title compound was prepared from 2-[benzimidazol-1-yl]-4-[1-(1-(benzyloxycarbonyl)-4-(N-naphth-1-yl-carbamoyl)-piperazine-2-yl)ethylamino]pyrimidine (50 mg), 37% aqueous formaldehyde (17 μL), and NaBH3CN (4.4 mg) according to the procedure described in EXAMPLE 14, Step G. Mass spectrum (ESI) 507.4 (M+1).

Sources & evidence

ORD record
ord-8c76960d2f354e5a8c0a81cf4fe48589
Source dataset
uspto-grants-2001_11
Patent number
US06316444B1

Reaction notes

Loading…